Enantiospecific total synthesis of (-)-bengamide E

Metri, Prashant K. ; Schiess, Raphael ; Prasad, Kavirayani R. (2012) Enantiospecific total synthesis of (-)-bengamide E Chemistry - An Asian Journal, 8 (2). pp. 488-493. ISSN 1861-4728

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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/asia.20...

Related URL: http://dx.doi.org/10.1002/asia.201200999

Abstract

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.

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ID Code:105652
Deposited On:21 Dec 2017 12:01
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