A Common Synthetic Protocol for the Cyclic and Acyclic Core of Migrastatin, Isomigrastatin, and Dorrigocin via a Chiral [beta]-Hydroxy-[gamma]-butyrolactone Intermediate

A Common Synthetic Protocol for the Cyclic and Acyclic Core of Migrastatin, Isomigrastatin, and Dorrigocin via a Chiral [beta]-Hydroxy-[gamma]-butyrolactone Intermediate

A facile synthetic route has been developed for the synthesis of the cyclic and acyclic cores of migrastatin, isomigrastatin, and dorrigocin. The common synthetic route goes via a [beta]-hydroxy-[gamma]-butyrolactone intermediate that is obtained by a PdII-catalysed asymmetric allylic intramolecular...

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Bibliographic Details
Published in:European journal of organic chemistry Vol. 2014; no. 29; p. 6558
Main Authors: Gade, Narendar Reddy, Iqbal, Javed
Format: Journal Article
Language:English
Published: Weinheim Wiley Subscription Services, Inc 01-10-2014
Online Access:Get full text
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Summary:A facile synthetic route has been developed for the synthesis of the cyclic and acyclic cores of migrastatin, isomigrastatin, and dorrigocin. The common synthetic route goes via a [beta]-hydroxy-[gamma]-butyrolactone intermediate that is obtained by a PdII-catalysed asymmetric allylic intramolecular cyclization of 3-hydroxy-2-methylhex-5-enoic acid following a protocol developed by White and coworkers.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201402830