103223-44-5

Basic information

• Product Name: (buta-1,3-dien-2-yl)dimethyl(phenyl)silane
• Synonyms: (buta-1,3-dien-2-yl)dimethyl(phenyl)silane
• CAS NO: 103223-44-5
• Molecular Weight: 188.345
• Mol File: 103223-44-5.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (buta-1,3-dien-2-yl)dimethyl(phenyl)silane(CAS DataBase Reference)
• NIST Chemistry Reference: (buta-1,3-dien-2-yl)dimethyl(phenyl)silane(103223-44-5)
• EPA Substance Registry System: (buta-1,3-dien-2-yl)dimethyl(phenyl)silane(103223-44-5)

Safety Data

• Hazardous Substances Data: 103223-44-5(Hazardous Substances Data)

Upstream product

• 74-85-1 ethene 
• 17156-64-8 (dimethylphenylsilyl)acetylene 
• 768-33-2 phenyldimethylsilyl chloride 
• 126-99-8 chloroprene 
• 3839-31-4 dimethyl(phenyl)silyllithium 
• 103223-43-4 3,4-Bis-2-butenyl acetate 

Downstream Products

• 1187817-03-3 (E)-dimethyl(phenyl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-2-ene-2-yl)silane 
• 1187817-15-7 (E)-dimethyl(phenyl)(1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-2-en-2-yl)silane 
• 1245499-59-5 (E)-(3-(dimethyl(phenyl)silyl)but-2-enyl)triethoxysilane 
• 1307279-32-8 3-(dimethyl(phenyl)silyl)-3-vinylisochroman-1-one 
• 1310886-85-1 (1R,2R)-1-(benzo[d][1,3]dioxol-5-yl)-3-(dimethyl(phenyl)silyl)-2-methylbut-3-en-1-ol 
• 1310886-93-1 (3R,4S)-2-(dimethyl(phenyl)silyl)-3-methyldec-1-en-4-ol 
• 1310886-91-9 (3R,4S,Z)-2-(dimethyl(phenyl)silyl)-3,6,10-trimethylundeca-1,5,9-trien-4-ol 
• 1310886-88-4 (3R,4S,E)-2-(dimethyl(phenyl)silyl)-3,6,10-trimethylundeca-1,5,9-trien-4-ol 
• 1310886-87-3 (3R,4S)-2-(dimethyl(phenyl)silyl)-3,6-dimethylhepta-1,5-dien-4-ol 
• 1310886-86-2 (3R,4R,E)-5-(dimethyl(phenyl)silyl)-2,4-dimethyl-1-phenylhexa-1,5-dien-3-ol 
• 1310886-95-3 (3R,4S)-7-(benzyloxy)-2-(dimethyl(phenyl)silyl)-3-methylhept-1-en-4-ol 
• 1310886-83-9 (1R,2R)-3-(dimethyl(phenyl)silyl)-1-(2-methoxyphenyl)-2-methylbut-3-en-1-ol 
• 1310887-00-3 tert-butyl((3-(dimethyl(phenyl)silyl)-2-methyl-1-phenylbut-3-en-1-yl)oxy)dimethylsilane 
• 1310886-78-2 (1R,2R)-3-(dimethyl(phenyl)silyl)-2-methyl-1-phenylbut-3-en-1-ol 

Relevant articles and documents

Stereochemical Characterization of Polyketide Stereotriads Synthesized via Hydrogen-Mediated Asymmetric syn-Crotylation

The stereoselective access to stereotriads as important polyketide building blocks is reported on the basis of the Krische-type hydrogen-mediated syn-crotylation. The products were obtained with an extremely high diastereoselectivity (dr >99:1), and the n

Diastereo- and enantioselective ruthenium-catalyzed hydrohydroxyalkylation of 2-silyl-butadienes: Carbonyl syn -crotylation from the alcohol oxidation level

Exposure of alcohols 2a-2j to 2-silyl-butadienes in the presence of ruthenium complexes modified by (R)-SEGPHOS or (R)-DM-SEGPHOS results in redox-triggered generation of allylruthenium-aldehyde pairs, which combine to form products of carbonyl crotylation 4a-4j in the absence of stoichiometric byproducts and with high levels of syn-diastereo- and enantioselectivity. In the presence of isopropanol under otherwise identical conditions, aldehydes 3a-3j are converted to an equivalent set of adducts 4a-4j. Whereas reactions conducted using conventional heating require 48 h, microwave irradiation enables full conversion in only 4 h. Finally, as illustrated in the conversion of adduct 4a to compounds 6a and 6b, diastereoselective hydroboration-Suzuki cross-coupling with aryl and vinyl halides followed by Fleming-Tamao oxidation enables generation of anti,syn-stereotriads found in numerous polyketide natural products.

Iron-catalyzed 1,4-hydroboration of 1,3-dienes

(Chemical Equation Presented) A chemo-, regio-, and stereoselective iron-catalyzed 1,4-hydroboration of dienes that affords γ-disubstituted allylboranes has been developed. 1,4-Hydroboration of 2-substituted dienes forms allylborane products with (E)-trisubstituted double bonds exclusively.