153141-39-0

Upstream product

• 109120-45-8 (S)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(dimethyl-phenyl-silanyl)-butan-1-one 
• 3839-31-4 dimethyl(phenyl)silyllithium 
• 205752-81-4 ethyl (S)-3-(dimethyl(phenyl)silyl)butanoate 
• 193006-89-2 ethyl (E)-3-(dimethyl(phenyl)silyl)-2-butenoate 
• 193006-90-5 ethyl (Z)-3-(dimethyl(phenyl)silyl)-2-butenoate 
• 56583-95-0 1-(dimethyl(phenyl)silyl)ethanone 
• 889130-00-1 octyl (Z)-3-(dimethyl(phenyl)silyl)-2-butenoate 
• 889130-07-8 octyl (S)-3-(dimethylphenylsilyl)butanoate 
• 153221-15-9 (S)-3-(dimethyl(phenyl)silyl)butanoic acid 

Downstream Products

• 1027509-02-9 (3R,4R)-4-Benzoyl-3-[(S)-1-(fluoro-dimethyl-silanyl)-ethyl]-1-(4-methoxy-phenyl)-azetidin-2-one 
• 117005-89-7 (5S)-1-[(3S)-3-(dimethyl(phenyl)silyl)butanoyl]-5-(triphenylmethoxymethyl)pyrrolidin-2-one 
• 153141-40-3 (3S,4R)-4-benzoyl-3-<1(S)-(dimethylphenylsilyl)ethyl>-1-(p-methoxyphenyl)azetidin-2-one 

Relevant academic research and scientific papers

Chiral silanes via asymmetric hydrosilylation with catalytic CuH

CuH-catalyzed asymmetric conjugate reduction of β-silyl-α, β-unsaturated esters has been developed. Using PMHS as a stoichiometric source of hydride and in situ generated CuH ligated by Solvias' JOSIPHOS analogue PPF-P(t-Bu)2 leads to highly enantioselective 1,4-reductions.

Construction of quaternary stereogenic centers via [2 + 2] cycloaddition reactions. Synthesis of homochiral 4,4-disubstituted 2-azetidinones and imine substituent effects on β-lactam formation

A study on the asymmetric construction of quaternary stereogenic centers via [2 + 2] cycloaddition reaction of ketenes with ketimines is described. Reaction of achiral ketenes and chiral α-alkoxy ketone-derived imines resulted in formation of new β-lactams as single diastereomers. The cycloaddition was extended to pyruvate imines, aralkyl ketone-derived imines, and dialkyl ketimines. In these cases the asymmetric induction was satisfactorily achieved using β-silylalkanoyl ketenes and the Evans-Sjogren ketene. C,C-Bis (trimethylsilyl)methylamine ketimines derived from enolizable dialkyl ketones cleanly led to the corresponding C(4) disubstituted β-lactams without deprotonation. Therefore, a general methodology for a convergent asymmetric synthesis of β-lactams in which C(4) exists as a quaternary carbon is provided.