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 |