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First stereoselective synthesis of (1S,2S,4R,5R)-(−)-β-multistriatin

✍ Scribed by Henrichfreise, Peter ;Scharf, Hans-Dieter


Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
510 KB
Volume
1995
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

Starting from 2,3‐O‐(3‐pentylidene)‐D‐glyceraldehyde (3), we prepared the bicyclic pheromone (1__S__,2__S__,4__R__,5__R__)‐(−)‐β‐multistriatin (1) on a gram scale. Key steps of the synthesis are a cis‐selective Wittig olefination followed by diastereo‐selective Michael addition and hydrogenation.


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