The first total synthesis of natural grenadamide

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2006

Authors

Avery, T.
Culbert, J.
Taylor, D.

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Organic and Biomolecular Chemistry, 2006; 4(2):323-330

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Abstract

A concise, high yielding route to the naturally occurring enantiomer of grenadamide utilizing a 3,6-disubstituted 1,2-dioxine starting material is presented. The route allows for ease in synthesizing grenadamide derivatives varying at cyclopropyl carbons 2 and 3, with access to both enantiomers. Evidence for phosphorus-assisted deprotonation of 1,2-dioxines is also discussed.

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© The Royal Society of Chemistry 2006 The document attached has been archived with permission from the publisher.

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