862735-95-3

Upstream product

• 862735-88-4 (2S,3R)-3-(dimethyl-phenyl-silanyl)-2-hydroxy-hex-4-ynoic acid methyl ester 
• 862735-84-0 (2S,3R)-3-(dimethyl-phenyl-silanyl)-oxirane-2-carboxylic acid methyl ester 
• 537033-02-6 [(2S,3R)-3-(dimethyl-phenyl-silanyl)-oxiran-2-yl]methanol 
• 133038-67-2 (1S)-1-(trimethylstannyl)ethyl 3,3-dimethyl-1-oxa-4-azaspiro[4.5]decane-4-carboxylate 
• 922-68-9 Methyl glyoxylate 
• 862735-82-8 acetic acid (2S,3R)-3-(dimethyl-phenyl-silanyl)-oxiran-2-ylmethyl ester 
• 862735-94-2 (2S,3R)-3-(dimethyl-phenyl-silanyl)-oxirane-2-carboxylic acid 

Downstream Products

• 862735-78-2 (Z)-(2S,3R)-3-(dimethyl-phenyl-silanyl)-2-trimethylsilanyloxy-hex-4-enoic acid methyl ester 

Relevant academic research and scientific papers

Asymmetrie synthesis of allylsilanes by the borylation of lithiated carbamates: Formal total synthesis of (-)-decarestrictine D

Chemical equation represented The flip side: (-)-Sparteine-complexed lithiated carbamates react with β-silylvinylboranes with inversion of configuration, whereas the diamine-free lithiated carbamates react with retention of configuration, thereby providing enantiocomplementary routes to β-hydroxy allylsilanes (see scheme). The methodology has been applied in a concise formal total synthesis of (-)-decarestrictine D.

Synthesis and [4 + 2]-annulation of enantioenriched (Z)-crotylsilanes: Preparation of the C1-C13 fragment of bistramide A

(Chemical Equation Presented) New chiral crotylsilanes that bear a (Z)-olefin geometry were synthesized in high enantiopurity. The reagents participate in [4 + 2]-annulations with aldehydes to give stereochemically complementary pyrans (relative to (E)-crotylsilanes) bearing 2,6-cis-5,6-cis and 2,6-trans-5,6-cis relationships of peripheral functionalities. A stereoselective synthesis of the C1-C13 fragment of bistramide A is also described highlighting this annulation strategy.