80885-32-1

Upstream product

• 69152-87-0 4-benzyloxycrotonaldehyde 
• 81028-03-7 (Z)-4-benzyloxy-but-2-en-1-ol 
• 100-44-7 benzyl chloride 
• 2568-24-3 2-phenyl-4,7-dihydro-1,3-dioxepine 

Downstream Products

• 80885-33-2 (Z)-6-Benzyloxy-4-bromo-3-hydroxy-hex-4-enoic acid ethyl ester 
• 791-28-6 Triphenylphosphine oxide 
• 80885-34-3 (Z)-6-Benzyloxy-4-bromo-hex-4-ene-1,3-diol 
• 80885-35-4 (Z)-6-Benzyloxy-4-bromo-1-(tert-butyl-dimethyl-silanyloxy)-hex-4-en-3-ol 
• 1071019-66-3 [(Z)-6-Benzyloxy-4-bromo-3-(2,4-dimethoxy-3-methyl-phenoxy)-hex-4-enyloxy]-tert-butyl-dimethyl-silane 
• 1071034-60-0 Acetic acid 2-(1-acetoxy-3-hydroxy-propyl)-3-benzyloxymethyl-5,7-dimethoxy-6-methyl-1H-indol-4-yl ester 

Relevant academic research and scientific papers

An improved synthesis of (2E,4Z)-6-(benzyloxy)-4-bromohexa-2,4-dien-1-ol

An improved synthesis of (2E,4Z)-6-(benzyloxy)-4-bromohexa-2,4-dien-1-ol has been devised. This new route increases the throughput and yield of the diene product by circumventing a low yielding preparation of boronic acid intermediate as well as removing the need to use multi-gram quantities of highly toxic thallium salts. In the process of developing this new route, a higher yielding preparation of (E)-3-hydroxyprop-1-enylboronic acid was also achieved.

A mercury mediated route to the mitosenes

A Mitsunobu type of coupling is used to prepare a complex phenyl allyl ether which undergoes a Claisen rearrangement. A synthetic route to a mitosene is achieved.