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Total synthesis of (+)-isomigrastatin
Journal article   Peer reviewed

Total synthesis of (+)-isomigrastatin

Isaac J Krauss, Mihirbaran Mandal and Samuel J Danishefsky
Angewandte Chemie (International ed.), Vol.46(29), pp.5576-5579
07/16/2007
PMID: 17583888

Abstract

Piperidones - chemical synthesis Piperidones - chemistry Lactones - chemical synthesis Macrolides - chemistry Macrolides - chemical synthesis Molecular Structure Isomerism Lactones - chemistry
Marginally stable natural products: The asymmetric total synthesis of the hydrolytically and thermally labile natural product (+)‐isomigrastatin was demonstrated. The thermodynamic instability of a 2E‐configured double bond in the context of this 12‐membered macrolide was further demonstrated by phosphine‐catalyzed isomerization to the 2Z configuration.

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