200,000+ products from a single source!

sales@angenechem.com

Home > Other Building Blocks > 18191-59-8

18191-59-8

18191-59-8 | Silane, 2-propenyl- (9CI)

CAS No: 18191-59-8 Catalog No: AG00237E MDL No:

Product Description

Catalog Number:
AG00237E
Chemical Name:
Silane, 2-propenyl- (9CI)
CAS Number:
18191-59-8
Molecular Formula:
C3H8Si
Molecular Weight:
72.1811
IUPAC Name:
prop-2-enylsilane
InChI:
InChI=1S/C3H8Si/c1-2-3-4/h2H,1,3H2,4H3
InChI Key:
DNAJDTIOMGISDS-UHFFFAOYSA-N
SMILES:
[SiH3]CC=C

Properties

Complexity:
17.2  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
72.04g/mol
Formal Charge:
0
Heavy Atom Count:
4  
Hydrogen Bond Acceptor Count:
0
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
72.182g/mol
Monoisotopic Mass:
72.04g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
0A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0

Literature

Title Journal
Total synthesis of the marine toxin phorboxazole A using palladium(II)-mediated intramolecular alkoxycarbonylation for tetrahydropyran synthesis. Organic & biomolecular chemistry 20121021
Facile coupling of propargylic, allylic and benzylic alcohols with allylsilane and alkynylsilane, and their deoxygenation with Et3SiH, catalyzed by Bi(OTf)3 in [BMIM][BF4] ionic liquid (IL), with recycling and reuse of the IL. Organic & biomolecular chemistry 20120928
Total synthesis of natural enantiomers of heliespirones A and C via the diastereoselective intramolecular Hosomi-Sakurai reaction. The Journal of organic chemistry 20120921
Stereocontrolled asymmetric synthesis of syn-E-1,4-diol-2-enes using allyl boronates and its application in the total synthesis of solandelactone F. Organic & biomolecular chemistry 20120307
Allylsilanes in 'tin-free' oximation, alkenylation, and allylation of alkyl halides. Chemistry (Weinheim an der Bergstrasse, Germany) 20111202
Total synthesis of (+)-SCH 351448. Organic letters 20110902
Enantioselective syntheses of syn- and anti-β-hydroxyallylsilanes via allene hydroboration-aldehyde allylboration reactions. Organic letters 20110415
Flexible strategy for syntheses of spirooxindoles using palladium-catalyzed carbosilylation and Sakurai-type cyclization. Organic letters 20110401
Palladium-catalyzed oxidative allylic C-H silylation. Organic letters 20110401
Ring-closing metathesis of allylsilanes as a flexible strategy toward cyclic terpenes. short syntheses of teucladiol, isoteucladiol, poitediol, and dactylol and an attempted synthesis of caryophyllene. The Journal of organic chemistry 20101015
Enantioselective hydroformylation of N-vinyl carboxamides, allyl carbamates, and allyl ethers using chiral diazaphospholane ligands. Journal of the American Chemical Society 20101013
Nitrile assisted, Brønsted acid catalyzed regio and stereoselective diarylphosphonylation of allyl silyl ethers. Organic & biomolecular chemistry 20100807
Cobalt-catalyzed 1,4-hydrovinylation of allylsilane and allylboronic esters for the synthesis of hydroxy-functionalized 1,4-dienes. The Journal of organic chemistry 20100806
On the [3 + 2] annulation of cyclic allylsilanes with N-phenyltriazolinedione: an enantio- and diastereoselective synthesis of cis-1,3-diaminocyclitols. The Journal of organic chemistry 20100702
Asymmetric synthesis of allylsilanes by the borylation of lithiated carbamates: formal total synthesis of (-)-decarestrictine D. Angewandte Chemie (International ed. in English) 20100607
Platinum-catalyzed nucleophilic addition of vinylsilanes at the beta-position. Organic letters 20091105
Ring-closing metathesis of allylsilanes/electrophilic desilylation to prepare exo-methylidenecycloalkanes. Short syntheses of teucladiol and poitediol. Journal of the American Chemical Society 20091028
One-pot synthesis of lactams using domino reactions: combination of Schmidt reaction with Sakurai and aldol reactions. The Journal of organic chemistry 20091016
Recent synthetic studies leading to structural revisions of marine natural products. Marine drugs 20090901
Synthesis, structure, photoluminescence and photoreactivity of 2,3-diphenyl-4-neopentyl-1-silacyclobut-2-enes. Chemistry (Weinheim an der Bergstrasse, Germany) 20090824
Rhenium-catalyzed insertion of nonpolar and polar unsaturated molecules into an olefinic C-H bond. Organic letters 20090618
The domino multicomponent allylation reaction for the stereoselective synthesis of homoallylic alcohols. Accounts of chemical research 20090217
Palladium-catalyzed, one-pot, three-component synthesis of homoallylic amines from aldehydes, anisidine, and allyl trifluoroacetate. Organic letters 20090115
A very efficient cerium(IV) ammonium nitrate catalyzed, four-component synthesis of tetrahydropyridines and its application in the concise generation of functionalized homoquinolizine frameworks. Chemistry (Weinheim an der Bergstrasse, Germany) 20090101
Applications of chiral allylmetallating agents toward the synthesis of oxygen heterocyles. Current opinion in drug discovery & development 20081101
Total synthesis and proof of relative stereochemistry of (-)-aureonitol. The Journal of organic chemistry 20081003
Fluorous synthesis of allylic fluorides: C-F bond formation as the detagging process. Chemical communications (Cambridge, England) 20080821
Highly stereoselective and modular syntheses of 10-hydroxytrilobacin and three diastereomers via stereodivergent [3 + 2]-annulation reactions. Organic letters 20080807
Temporary silicon connection strategies in intramolecular allylation of aldehydes with allylsilanes. The Journal of organic chemistry 20080718
Synthesis of allylsilanes and dienylsilanes by a one-pot catalytic C-H borylation--Suzuki-Miyaura coupling sequence. Organic letters 20080717
Gold-catalysed intramolecular trans-allylsilylation of alkynes forming 3-allyl-1-silaindenes. Chemical communications (Cambridge, England) 20080628
Synthesis, structure, and reactivity of naphthalyne-Co2(CO)6 complexes. Journal of the American Chemical Society 20080521
Stereoselective one-pot, three-component synthesis of 4-amidotetrahydropyran. The Journal of organic chemistry 20080215
Total synthesis of the indolizidine alkaloid tashiromine. Beilstein journal of organic chemistry 20080101
Cinchona alkaloid catalyzed enantioselective fluorination of allyl silanes, silyl enol ethers, and oxindoles. Angewandte Chemie (International ed. in English) 20080101
Lewis Acid promoted tandem intermolecular Diels-Alder/intramolecular allylation reactions of silyl-substituted 1,3-butadienes leading to multisubstituted 7-norbornenones and related polycyclic compounds. Organic letters 20071220
Coupling reaction of alkyl chlorides with silyl enolates catalyzed by indium trihalide. Organic letters 20071122
Nucleophilic substitution reactions of alcohols with use of montmorillonite catalysts as solid Brønsted acids. The Journal of organic chemistry 20070803
Cu-catalyzed asymmetric conjugate additions of dialkyl- and diarylzinc reagents to acyclic beta-silyl-alpha,beta-unsaturated ketones. Synthesis of allylsilanes in high diastereo- and enantiomeric purity. Organic letters 20070802
The reactivity of epoxides with lithium 2,2,6,6-tetramethylpiperidide in combination with organolithiums or grignard reagents. The Journal of organic chemistry 20070622
Desymmetrization of 1,4-cyclohexadienyltriisopropoxysilane using copper catalysis. Organic letters 20070524
Alkenylsilane structure effects on mononuclear and binuclear organotitanium-mediated ethylene polymerization: scope and mechanism of simultaneous polyolefin branch and functional group introduction. Journal of the American Chemical Society 20070314
[4 + 2]-annulations of chiral organosilanes: Application to the total synthesis of leucascandrolide A. The Journal of organic chemistry 20070105
Tether-directed synthesis of highly substituted oxasilacycles via an intramolecular allylation employing allylsilanes. Beilstein journal of organic chemistry 20070101
Pd-catalysed [3 + 3] annelations in the stereoselective synthesis of indolizidines. Beilstein journal of organic chemistry 20070101
Enantioselective synthesis of allylsilanes bearing tertiary and quaternary Si-substituted carbons through Cu-catalyzed allylic alkylations with alkylzinc and arylzinc reagents. Angewandte Chemie (International ed. in English) 20070101
Allylsilanes in the synthesis of three to seven membered rings: the silylcuprate strategy. Beilstein journal of organic chemistry 20070101
Development of efficient Lewis acid catalysts for intramolecular cycloaddition reactions of ester-tethered substrates. Chemical record (New York, N.Y.) 20070101
The use of silicon-based tethers for the Pauson-Khand reaction. Beilstein journal of organic chemistry 20070101
A convenient allylsilane-N-acyliminium route toward indolizidine and quinolizidine alkaloids. Beilstein journal of organic chemistry 20070101
Part 3. Triethylborane-air: a suitable initiator for intermolecular radical additions of S-2-oxoalkyl-thionocarbonates (S-xanthates) to olefins. Beilstein journal of organic chemistry 20070101
Total synthesis of amphidinolide E. Journal of the American Chemical Society 20061220
Sequential desymmetrization-fluorination: enantioselective synthesis of fluorinated cyclitols. Chemistry (Weinheim an der Bergstrasse, Germany) 20061213
Remote control of diastereoselectivity in intramolecular reactions of chiral allylsilanes. Journal of the American Chemical Society 20061025
A stereocontrolled access to ring-fused piperidines through a formal [2+2+2] process. Organic letters 20061012
Stereoselective synthesis of 2,4,5-trisubstituted tetrahydropyrans using an intramolecular allylation strategy. Organic letters 20060928
Enantioselective total synthesis and stereochemical revision of communiols E and F. The Journal of organic chemistry 20060804
Synthetic studies on (+)-ophiobolin A: asymmetric synthesis of the spirocyclic CD-ring moiety. Organic letters 20060511
Radical-mediated 5-exo-trig cyclizations of 3-silylhepta-1,6-dienes. The Journal of organic chemistry 20060428
Theoretical study of free-radical-mediated 5-exo-trig cyclizations of chiral 3-substituted hepta-1,6-dienes. The journal of physical chemistry. A 20060316
Construction of an advanced tetracyclic intermediate for total synthesis of the marine alkaloid sarain A. The Journal of organic chemistry 20060303
Alpha-methylene-beta-amino ketone derivatives from beta-ketoallylsilanes. The Journal of organic chemistry 20060303
Dual activation in asymmetric allylsilane addition to chiral N-acylhydrazones: method development, mechanistic studies, and elaboration of homoallylic amine adducts. The Journal of organic chemistry 20060106
The mechanism of photochemical 1,3-silyl migration of allylsilane. The journal of physical chemistry. A 20051229
Free-radical-5-exo-trig cyclization of chiral 3-silylhepta-1,6-dienes: concise approach to the A-B-C ring core of hexacyclinic acid. The Journal of organic chemistry 20050930
Synthesis of (+)-bullatacin via the highly diastereoselective [3+2] annulation reaction of a racemic aldehyde and a nonracemic allylsilane. Organic letters 20050915
Synthesis and chemistry of bridgehead allylsilanes. Stereoselective reactions with aldehydes. Organic letters 20050901
Silylcuprates from allene and their reaction with alpha,beta-unsaturatedd nitriles and imines. Synthesis of silylated oxo compounds leading to cyclopentane and cycloheptane ring formation. The Journal of organic chemistry 20050819
Extending Pummerer reaction chemistry. development of a strategy for the regio- and stereoselective oxidative cyclization of 3-(omega-nucleophile)-tethered indoles. The Journal of organic chemistry 20050805
Total synthesis of hyacinthacine A1 and 3-epi-hyacinthacine A1. Organic letters 20050623
One-step synthesis of triethynylvinylmethanes and tetraethynylmethanes by GaCl(3)-promoted diethynylation of 1,4-enynes and 1,4-diynes. Journal of the American Chemical Society 20050615
Tandem Sakurai-aldol addition reactions as a route to structurally complex carbocycles. The Journal of organic chemistry 20050527
Preparation of multisubstituted allenes from allylsilanes. The Journal of organic chemistry 20050513
Synthetic studies on (-)-lemonomycin: stereocontrolled construction of the 3,8-diazabicyclo[3.2.1] skeleton. Chemical communications (Cambridge, England) 20050121
Catalytic asymmetric reactions for organic synthesis: the combined C-H activation/siloxy-cope rearrangement. The Journal of organic chemistry 20041224
Anodic coupling reactions: the use of N,O-ketene acetal coupling partners. Organic letters 20041111
Synthesis of the C11-C29 fragment of amphidinolide F. Organic letters 20041014
Stereoselective synthesis of allyl-C-mannosyl compounds: use of a temporary silicon connection in intramolecular allylation strategies with allylsilanes. The Journal of organic chemistry 20040917
Enantioselective synthesis of (-)-dendroprimine and isomers. Journal of natural products 20040601
Reactivity control of an allylsilane bearing a 2-(phenylazo)phenyl group by photoswitching of the coordination number of silicon. Journal of the American Chemical Society 20040526
Stereocontrol in organic synthesis using silicon-containing compounds. Studies directed towards the synthesis of ebelactone A. Organic & biomolecular chemistry 20040407
Ligand-controlled highly stereoselective syntheses of e- and z-allylsilanes from dienes and aldehydes using nickel complex. Organic letters 20040401
Accurate determinations of the extent to which the SE2' reactions of allyl-, allenyl- and propargylsilanes are stereospecifically anti. Organic & biomolecular chemistry 20040307
Investigation into the allylation reactions of aldehydes promoted by the CeCl3.7H2O-NaI system as a Lewis acid. The Journal of organic chemistry 20040220
Methyl and silyl mesolytic dissociations in the radical cations and radical anions of but-1-ene, allylsilane, hexa-1,3-diene, and penta-2,4-dienylsilane. CAS-MCSCF and coupled cluster theoretical study. The Journal of organic chemistry 20030808
New strategic reactions for organic synthesis: catalytic asymmetric C-H activation alpha to oxygen as a surrogate to the aldol reaction. The Journal of organic chemistry 20030808
Total synthesis of (+)-4,5-deoxyneodolabelline. Journal of the American Chemical Society 20030219
Stereoselective synthesis of tetrahydropyrans via formal [4 + 2]-cycloaddition: a comparison of allylsilane and crotylsilane. The Journal of organic chemistry 20021101
Oxidative cyclization based on reversing the polarity of enol ethers and ketene dithioacetals. Construction of a tetrahydrofuran ring and application to the synthesis of (+)-nemorensic Acid. Journal of the American Chemical Society 20020828
Synthesis of (+/-)-5-epi-citreoviral and (+/-)-citreoviral and the kinetic resolution of an allylic silane by a [3 + 2] annulation. Organic letters 20020822
Studies directed toward the total synthesis of discodermolide: asymmetric synthesis of the C1-C14 fragment. Organic letters 20020711
Stereoselective total syntheses of the racemic form and the natural enantiomer of the marine alkaloid lepadiformine via a novel N-acyliminium ion/allylsilane spirocyclization strategy. The Journal of organic chemistry 20020614
A general catalytic allylation using allyltrimethoxysilane. Journal of the American Chemical Society 20020612
Novel syntheses of hexahydropyrimidines and tetrahydroquinazolines. The Journal of organic chemistry 20020503
The intriguing reactivity of functionalized beta-amino alcohols with glyoxal: application to a new expedient enantioselective synthesis of trans-6-alkylpipecolic acids. The Journal of organic chemistry 20020419
Short total synthesis of (+)-madindolines A and B. Organic letters 20020221
Efficient synthesis of tetrasubstituted alkenes by allylsilane-terminated domino-Heck double cyclisation. Chemistry (Weinheim an der Bergstrasse, Germany) 20020118
Intramolecular cyclization of tert-butyldiphenylallylsilane units and carbonyl groups: allylsilane terminated cyclization versus the ene reaction. The Journal of organic chemistry 20011116
Palladium-catalyzed cyclization of allylsilanes with nucleophilic displacement of the silyl group. Chemistry (Weinheim an der Bergstrasse, Germany) 20011001
Formation of silazirconacyclopentenes from zirconium-silene complex and alkynes and their reactivities. Journal of the American Chemical Society 20010509
Facial-selective allylation of methyl ketones for the asymmetric synthesis of alpha-substituted tertiary homoallylic ethers. Chemistry (Weinheim an der Bergstrasse, Germany) 20010316
Synthesis of enantiopure homoallylic ethers by reagent controlled facial selective allylation of chiral ketones. Chemistry (Weinheim an der Bergstrasse, Germany) 20010105

Related Products

© 2019 Angene International Limited. All rights Reserved.