The title compd. (I) was prepd. from 1,6-octanediol (II) in a series of reactions. II was converted to Br(CH2)8OH, the latter was protected by dihydropyran, and the product was treated with LiC≡CH·H2NCH2CH2NH2 to give O-protected HC≡C(CH2)8OH (III). The protected III reacted with EtMgBr, CH2:CHBr, and Ac2O-HOAc to yield CH2:CHC≡C(CH2)8OAc, and the latter was treated with BH3-Me2S complex and Me2C:CHMe to give I.
Highly stereoselective synthesis of (Z)-9,11-dodecadien-1-yl acetate; a sex pheromone component of Diparopsis castanea Hmps
ROSSI, RENZO;CARPITA, ADRIANO;
1981-01-01
Abstract
The title compd. (I) was prepd. from 1,6-octanediol (II) in a series of reactions. II was converted to Br(CH2)8OH, the latter was protected by dihydropyran, and the product was treated with LiC≡CH·H2NCH2CH2NH2 to give O-protected HC≡C(CH2)8OH (III). The protected III reacted with EtMgBr, CH2:CHBr, and Ac2O-HOAc to yield CH2:CHC≡C(CH2)8OAc, and the latter was treated with BH3-Me2S complex and Me2C:CHMe to give I.File in questo prodotto:
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