Following is an outline of a synthesis of bombykol, the sex attractant of the male silk- worm moth. Of the four stereoisomers possible for this conjugated diene, the 10-trans- 12-cis isomer shown here is over 106 times more potent as a sex attractant than any of the other three possible stereoisomers. H H ÓMe ÓMe trans 12 cis HO (3) ÓMe Bombykol C16H3,0 Show how this synthesis might be accomplished and explain how your proposed syn- thesis is stereoselective for the 10-trans-12-cis isomer.

Following is an outline of a synthesis of bombykol, the sex attractant of the male silk- worm moth. Of the four stereoisomers possible for this conjugated diene, the 10-trans- 12-cis isomer shown here is over 106 times more potent as a sex attractant than any of the other three possible stereoisomers. H H ÓMe ÓMe trans 12 cis HO (3) ÓMe Bombykol C16H3,0 Show how this synthesis might be accomplished and explain how your proposed syn- thesis is stereoselective for the 10-trans-12-cis isomer.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter18: Functional Derivatives Of Carboxylic Acids

Section: Chapter Questions

Problem 18.54P

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