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Assignment of absolute stereochemistry to an insect pheromone by chiral amplification

✍ Scribed by Xiongwei Shi; Walter S. Leal; Jerrold Meinwald

Publisher: Elsevier Science
Year: 1996
Tongue: English
Weight: 551 KB
Volume: 4
Category: Article
ISSN: 0968-0896
DOI: 10.1016/0968-0896(96)00006-5

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✦ Synopsis

Chiral amplification, a new strategy for determining the absolute configuration of difficulty available natural secondary alcohols or analogous amines, is described. Using this technique, the R configuration can be assigned to both components of the male sex pheromone emitted by the longhorn beetle, Anaglyptus subfasciatus. The application of this approach to fourteen alcohols and four amines illustrates its scope and limitations.

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