Synthesis of the macrolide core of migrastatin Journal Article


Authors: Gaul, C.; Danishefsky, S. J.
Article Title: Synthesis of the macrolide core of migrastatin
Abstract: A concise and efficient synthesis of the macrolactone core of migrastatin, a new natural product with potent anticancer properties, has been achieved. The key features of our synthetic strategy encompass a Lewis acid catalyzed diene aldehyde condensation (LACDAC) to install the three contiguous stereocenters and the trisubstituted (Z)-double bond of migrastatin, and a (E)-selective ring-closing metathesis (RCM) to construct the macrocycle. © 2002 Published by Elsevier Science Ltd.
Keywords: unclassified drug; antineoplastic activity; drug synthesis; polymerization; crystal structure; macrolide; lewis acid; catalyst; ring closing metathesis; chelation; acylation; migrastatin; tumor cell migration; ring-closing metathesis; article; lacdac; natural product macrolide
Journal Title: Tetrahedron Letters
Volume: 43
Issue: 50
ISSN: 0040-4039
Publisher: Pergamon-Elsevier Science Ltd  
Date Published: 2002-12-09
Start Page: 9039
End Page: 9042
Language: English
DOI: 10.1016/s0040-4039(02)02281-5
PROVIDER: scopus
DOI/URL:
Notes: Export Date: 14 November 2014 -- Source: Scopus
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  1. Christoph Gaul
    9 Gaul