862736-01-4

Upstream product

• 171868-02-3 [(2S,3S)-3-(dimethyl-phenyl-silanyl)-oxiran-2-yl]methanol 
• 862735-98-6 (2S,3S)-3-(dimethyl-phenyl-silanyl)-oxirane-2-carboxylic acid 
• 862735-99-7 (2S,3S)-3-(dimethyl-phenyl-silanyl)-oxirane-2-carboxylic acid methyl ester 
• 862736-00-3 (2S,3S)-3-(dimethyl-phenyl-silanyl)-2-hydroxy-hex-4-ynoic acid methyl ester 

Downstream Products

• 862736-02-5 (Z)-(2S,3S)-3-(dimethyl-phenyl-silanyl)-2-trimethylsilanyloxy-hex-4-enoic acid methyl ester 
• 862735-91-9 tert-butyl (2-((2S,3S,6R)-3-methyl-6-((2-((E)-prop-1-enyl)-1,3-dithian-2-yl)methyl)tetrahydro-2H-pyran-2-yl)ethoxy)diphenylsilane 
• 862736-26-3 (E)-1-((2R,5S,6S)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-methyltetrahydro-2H-pyran-2-yl)pent-3-en-2-one 
• 862736-24-1 (2R,5S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 862736-25-2 tert-butyl (2-((2S,3S,6R)-6-(iodomethyl)-3-methyltetrahydro-2H-pyran-2-yl)ethoxy)diphenylsilane 
• 862735-90-8 {(2R,5S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-tetrahydro-pyran-2-yl}-methanol 

Relevant academic research and scientific papers

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.