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Stereoselective Syntheses of the Isomeric 5, 10-Pentadecadienals

✍ Scribed by Günther Ohloff; Christian Vial; Ferdinand Näf; Manfred Pawlak

Book ID
102857866
Publisher
John Wiley and Sons
Year
1977
Tongue
German
Weight
874 KB
Volume
60
Category
Article
ISSN
0018-019X

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✦ Synopsis

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).

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