162758-32-9Relevant academic research and scientific papers
A simple synthetic method for chiral 1,2-epoxides and the total synthesis of a chiral pheromone epoxide
Zhang, Zhi-Bo,Wang, Zhi-Min,Wang, Yu-Xiu,Liu, Huan-Quan,Lei, Gui-Xin,Shi, Min
, p. 53 - 58 (2007/10/03)
Chiral 1,2-epoxyalkan-3-ol tosyl esters 4a-h were successfully synthesized from alkynols or allyl chlorides in three steps using Sharpless AD reaction as a key step in good yields. The chiral insect pheromone epoxide (6Z,9S,10R)-9,10-epoxyhenicos-6-ene 9 was thus smoothly synthesized from the corresponding key intermediate 4g.
A facile synthetic method for chiral 1,2-epoxides and the total synthesis of chiral pheromone epoxides
Zhang, Zhi-Bo,Wang, Zhi-Min,Wang, Yu-Xiu,Liu, Huan-Quan,Lei, Gui-Xin,Shi, Min
, p. 837 - 840 (2007/10/03)
Chiral 1,2-epoxy-3-alkanol tosylates were successfully synthesized from alkynols in three steps using the Sharpless AD reaction as a key step in good yields. Two chiral insect pheromone epoxides were smoothly obtained from the corresponding key intermediate.
Access to unsaturated chiral epoxides. Part II. Synthesis of a component of the sex pheromone of Phragmatobia fuliginosa
Soulie,Boyer,Lallemand
, p. 625 - 636 (2007/10/02)
A general method for the synthesis of chiral cis-epoxides substituted bearing a saturated chain and an unsaturated chain is described. This method is used to synthesize both enantiomers of compound 1.
Alkylative Epoxide Rearrangement. A Stereospecific Approach to Chiral Epoxide Pheromones
Bell, Thomas W.,Ciaccio, James A.
, p. 5153 - 5162 (2007/10/02)
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
