Enantiospecific Total Synthesis of (-)-BengamideE

Total synthesis of the polyhydroxy caprolactam amide natural product, bengamide E, is accomplished starting from tartaric acid. Key reactions in the synthesis include desymmetrization of the bis(dimethylamide) unit of tartaric acid, Zn(BH4)2-mediated anti-selective reduction, and a Horner-Wadsworth-...

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Bibliographic Details
Published in:Chemistry, an Asian journal Vol. 8; no. 2; p. 488
Main Authors: Metri, Prashant K, Schiess, Raphael, Prasad, Kavirayani R
Format: Journal Article
Language:English
Published: Weinheim Wiley Subscription Services, Inc 01-02-2013
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Summary:Total synthesis of the polyhydroxy caprolactam amide natural product, bengamide E, is accomplished starting from tartaric acid. Key reactions in the synthesis include desymmetrization of the bis(dimethylamide) unit of tartaric acid, Zn(BH4)2-mediated anti-selective reduction, and a Horner-Wadsworth-Emmons olefination. [PUBLICATION ABSTRACT]
ISSN:1861-4728
1861-471X
DOI:10.1002/asia.201200999