Journal
ORGANIC LETTERS
Volume 3, Issue 1, Pages 17-18Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol0062291
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[GRAPHICS] alpha-, beta-, and gamma -Keto acids are reduced with diisopinocampheylborane at room temperature to the corresponding hydroxy acids with predictable stereochemistry in very high ee. The gamma -hydroxy acids produced were conveniently cyclized to the corresponding lactones, This provides a simple synthesis of 4-hexanolide, a component of the pheromone secreted by the female dermestid beetle Trogoderma glabrum.
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