107644-49-5

Upstream product

• 107644-47-3 (E)-1,5-Bis-trimethylsilanyl-undec-5-en-1-yn-3-ol 
• 107644-56-4 (E)-3-(tert-butyldiphenylsilyloxy)-5-trimethylsilylundec-5-en-1-yne 
• 107644-47-3 (E)-1,5-bis(trimethylsilyl)undec-5-en-1-yn-3-ol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 107644-48-4 (E)-5-trimethylsilylundec-5-en-1-yn-3-ol 

Downstream Products

• 107644-50-8 (2E,8Z)-6-(tert-Butyl-diphenyl-silanyloxy)-tetradeca-2,8-dien-4-yn-1-ol 

Relevant academic research and scientific papers

Stereoselective Alkene Synthesis via Silicon-directed -Sigmatropic Rearrangements: An Approach to Leukotrienes

A stereoselective -sigmatropic (Wittig) rearrangement of prop-2-ynyl 2-silyl allyl ethers 22 leading to E-vinyl silanes, e.g. 23 is described.Stereospecfic protiodesilylation of 23, via 26, next produces the Z-alkene 27. sp-sp and sp-sp2 Coupling reactions between the acetylenic alcohol 5 produced from 27, and 3-bromoprop-2-ynol or 3-bromoprop-2-enol THP ether, then leads to the key intermediates 3 and 31 in leukotriene B4 1 synthesis.

STEREOSELECTIVE SYNTHESIS OF Z-DISUBSTITUTED OLEFINS VIA 2,3-SIGMATROPIC REARRANGEMENTS. AN APPROACH TO LEUKOTRIENES.

Stereoselective 2,3-sigmatropic rearrangement of the propargyl 2-silylallyl ether(5) leads to the vinyl silane (7), which, after protiodesilylation and palladium catalysed coupling to 3-bromoprop-2-enol, produces the Z,E-dienynol(10) a key intermediate in