128474-83-9

Upstream product

• 56583-95-0 1-(dimethyl(phenyl)silyl)ethanone 
• 114431-81-1 3-(dimethyl(phenyl)silyl)methyl butanoate 
• 3839-31-4 dimethyl(phenyl)silyllithium 
• 148004-00-6 3-(Dimethyl-phenyl-silanyl)-butyric acid benzyl ester 
• 138234-97-6 (3RS)-3-dimethyl(phenyl)silylbutanoic acid 
• 106995-78-2 allyl 3-dimethyl(phenyl)silylbutanoate 
• 889130-01-2 methyl (E)-3-(dimethyl(phenyl)silyl)-2-butenoate 
• 164203-15-0 (R)-3-(dimethyl(phenyl)silyl)butanoic acid 
• 166020-21-9 (R)-methyl 3-(dimethyl(phenyl)silyl)butanoate 
• 889130-08-9 ethyl (R)-3-(dimethylphenylsilyl)butanoate 
• 193006-89-2 ethyl (E)-3-(dimethyl(phenyl)silyl)-2-butenoate 
• 193006-90-5 ethyl (Z)-3-(dimethyl(phenyl)silyl)-2-butenoate 

Downstream Products

• 138235-09-3 (2S,3S)-1-[Bis-(4-methoxy-phenyl)-methyl]-3-[(R)-1-(dimethyl-phenyl-silanyl)-ethyl]-4-oxo-azetidine-2-carboxylic acid methyl ester 
• 138331-58-5 (2S,3S)-1-[Bis-(4-methoxy-phenyl)-methyl]-3-[(S)-1-(dimethyl-phenyl-silanyl)-ethyl]-4-oxo-azetidine-2-carboxylic acid methyl ester 
• 131533-31-8 (2R,3R)-3-[(S)-1-(Fluoro-dimethyl-silanyl)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid methyl ester 
• 131533-31-8 (2R,3R)-3-[(R)-1-(Fluoro-dimethyl-silanyl)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid methyl ester 
• 128571-95-9 (2S,3S)-3-[(S)-1-(Dimethyl-phenyl-silanyl)-ethyl]-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid methyl ester 
• 128474-84-0 anti,cis-3-<1'-(dimethylphenylsilyl)ethyl>-4-(methoxycarbonyl)-1-(p-methoxyphenyl)azetidin-2-one 
• 166020-21-9 (R)-methyl 3-(dimethyl(phenyl)silyl)butanoate 

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.

Diastereoselectivity in the Preparation of β-Silyl Esters from αβ-Unsaturated Esters and Amides Attachhed to Chiral Auxiliaries

The conjugate addition of the phenyldimethylsilyl-cuprate reagent to cinnamate and crotonate esters and amides 1 of various known chiral auxiliaries, a-e, is diastereoselective.The sense of diastereoselectivity of silyl-cuprate addition to the esters 1b-d, 8 and 9 is different from established precedent based on carbon-cuprates, but is normal for silyl-cuprate addition to the amide 1a, the imines 1e and 21, and the oxazolidine 6.The chiral auxiliary e gives the best results of those tested, and the silicon-containing group can be removed from the chiral auxiliary using alkoxide ion in aprotic media, making available β-silyl esters 27-29 of high enantiomeric excess, with recovery of the chiral auxiliary 30.

Formation of 3-azetidin-2-ones: Stereocontrolled Formal Approach to (+/-)-Thienamycin and (+/-)-β-(Hydroxyalkyl)aspartic Acid Derivatives

Reaction between (+/-)-β-(dimethylphenylsilyl)alkanoyl chlorides and imines of glyoxylic esters provided a route to (+/-)-cis-3--4-alkoxycarbonyl β-lactams, while addition of the Fleming's silylcuprate reagent to methyl crot