912480-89-8

Basic information

• Product Name: (S,E)-dimethyl(phenyl)(1-phenyl-1-penten-3-yl)silane
• Synonyms: (S,E)-dimethyl(phenyl)(1-phenyl-1-penten-3-yl)silane
• CAS NO: 912480-89-8
• Molecular Weight: 280.485
• Mol File: 912480-89-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S,E)-dimethyl(phenyl)(1-phenyl-1-penten-3-yl)silane(CAS DataBase Reference)
• NIST Chemistry Reference: (S,E)-dimethyl(phenyl)(1-phenyl-1-penten-3-yl)silane(912480-89-8)
• EPA Substance Registry System: (S,E)-dimethyl(phenyl)(1-phenyl-1-penten-3-yl)silane(912480-89-8)

Safety Data

• Hazardous Substances Data: 912480-89-8(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 91076-08-3 bis(dimethylphenylsilyl)zinc 
• 148614-78-2 (E)-1-phenyl-1-penten-3-yl phenyl carbamate 

Relevant articles and documents

Asymmetric Synthesis of Chiral 1,3-Disubstituted Allylsilanes via Copper(I)-Catalyzed 1,4-Conjugate Silylation of α,β-Unsaturated Sulfones and Subsequent Julia-Kocienski Olefination

A general synthesis of chiral 1,3-disubstituted allylsilanes is established through copper(I)-catalyzed asymmetric 1,4-conjugate silylation of α,β-unsaturated sulfones and subsequent Julia-Kocienski olefination. By modification of McQuade's NHC ligand, the catalytic asymmetric conjugate silylation with a broad substrate scope is achieved in high enantioselectivity. The following Julia-Kocienski olefination proceeds smoothly at room temperature to deliver an array of chiral allylsilanes in moderate yields. More interestingly, a one-pot asymmetric synthesis with high synthetic efficiency is successfully realized. Utility of the prepared chiral 1,3-disubsituted allylsilanes is demonstrated in the asymmetric allylation of both aldehyde and aldimine. Finally, an interesting “match and mismatch” phenomenon is observed in the asymmetric allylation of chiral aldehydes.