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Synthesis of the macrolide core of migrastatin

Authors :
Samuel J. Danishefsky
Christoph Gaul
Source :
Tetrahedron Letters. 43:9039-9042
Publication Year :
2002
Publisher :
Elsevier BV, 2002.

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.

Details

ISSN :
00404039
Volume :
43
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........40936a444f46a5eebf010ba45fe569c6
Full Text :
https://doi.org/10.1016/s0040-4039(02)02281-5