124508-60-7

Upstream product

• 117286-14-3 (+/-)-erythro-1,2-Epoxy-3-(tosyloxy)tetradecane 
• 98230-41-2 trans-9,10-epoxyheneicosa-6-yne 
• 98230-41-2 (+/-)-cis-2-(2-Octynyl)-3-undecyloxirane 
• 693-67-4 bromoundecane 
• 75039-85-9 cis-tetradec-2-ene-1-ol 
• 51309-22-9 tetradec-2-yn-1-ol 
• 75039-86-0 (E)-Tetradec-2-en-1-ol 
• 91899-45-5 1-chloro-trans-2-tetradecene 
• 98230-39-8 1-chloro-cis-2-tetradecene 
• 98230-40-1 cis-9-heneicosen-6-yne 
• 98230-42-3 trans-9-heneicosen-6-yne 
• 112-54-9 Dodecanal 
• 17642-48-7 (+/-)-1-Tetradecen-3-ol 
• 138093-67-1 (+/-)-1,2-Epoxy-3-tetradecanol 

Relevant academic research and scientific papers

ALKYLATIVE EPOXIDE REARRANGEMENT. APPLICATION TO STEREOSELECTIVE SYNTHESIS OF CHIRAL PHEROMONE EPOXIDES.

An approach is described for the stereospecific conversion of threo and erythro 1,2-epoxy-3-alkanol tosylates to cis and trans internal epoxides, respectively.The method is illustrated by the synthesis of chiral epoxides, including insect pheromones.

Alkylative Epoxide Rearrangement. A Stereospecific Approach to Chiral Epoxide Pheromones

The alkylative rearrangement of 1,2-epoxy-3-alkanol tosylates is applied to the synthesis of chiral epoxide pheromones.Attack at the terminal carbon atom of epoxy tosylates by lithioacetylenes and cyclization of the intermediate tosyloxy alcohols produces

SYNTHESIS OF (6Z)-CIS-9S,10R-EPOXYHENEICOSENE, A COMPONENT OF THE RUBY TIGER MOTH PHEROMONE

A 10-step synthesis of the titled pheromone and analogues from an acyclic derivative of D-Xylose is described.

SYNTHESIS OF RACEMIC cis-3,cis-6,cis-9,10-EPOXYHENEICOSADIENE- A COMPONENT OF THE SEX PHEROMONE OF THE AMERICAN WHITE BUTTERFLY Hyphantria cunea Drury

cis-9-Heneicosene-3,6-diyne was obtained by the alkylation of 1,4-heptadiyne with cis-2-tetradecenyl chloride.Its epoxidation with m-chloroperbenzoic acid gave cis-9,10-epoxyheneicosa-3,6-diyne.The latter was converted by hydrogenation in the presence of colloidal nickel catalist into cis-3,cis-6,cis-9,10-epoxyheneicosadiene, a component of the sex pheromone of the female American white butterfly.The homologs cis-6,cis-9,10-epoxyheneicosene and cis-6,trans-9,10-epoxyheneicosene were obtained in addition to the main component.