STUDIES DIRECTED TOWARDS THE TOTAL SYNTHESIS OF THE ANTIBIOTIC MACRODIOLIDE TARTROLON - EPC SYNTHESIS OF THE PROTECTED SECO ACID

Authors
MULZER J BERGER M
Citation
J. Mulzer et M. Berger, STUDIES DIRECTED TOWARDS THE TOTAL SYNTHESIS OF THE ANTIBIOTIC MACRODIOLIDE TARTROLON - EPC SYNTHESIS OF THE PROTECTED SECO ACID, Tetrahedron letters, 39(8), 1998, pp. 803-806
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
8
Year of publication
1998
Pages
803 - 806
Database
ISI
SICI code
0040-4039(1998)39:8<803:SDTTTS>2.0.ZU;2-7
Abstract
An efficient synthesis of the protected seco acid 2 of the antibiotic macrodiolide tartrolon 1 is described. Key steps are a substrate contr olled aldol-reaction, a Johnson-Claisen rearrangement, and a Horner-Wa dsworth-Emmons olefination with subsequent Corey-Bakshi-Shibata (CBS) reduction. (C) 1998 Elsevier Science Ltd. All rights reserved.