Stereoselective Syntheses of the Isomeric 5, 10??Pentadecadienals

G Ohloff, C Vial, F Näf, M Pawlak

Index: Ohloff,G. et al. Helvetica Chimica Acta, 1977 , vol. 60, p. 1161 - 1174

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Citation Number: 39

Abstract

Abstract The four isomeric 5, 10-pentadecadienals 1, 2, 3 and 4 were prepared by stereo- selective routes from acetylenic precursors. Two of them, 2 and 4, were also made by Wittig reaction from 2-hydroxytetrahydropyran (29). 2-Hydroxytetrahydropyran (29) yields (Z)-5- alkenols efficiently by Wittig reaction, and (Z)-4-hexenol was similarly made from 2- hydroxytetrahydrofuran (66).