Toward a practical synthesis of acutiphycin. Highly stereoselective synthesis of C10-epi seco acid derivative via reaction paths shortened by using aseries of chiral oxazaborolidinone-promoted aldol reactions

Authors
Abu Hena, M Kim, CS Horiike, M Kiyooka, S
Citation
M. Abu Hena et al., Toward a practical synthesis of acutiphycin. Highly stereoselective synthesis of C10-epi seco acid derivative via reaction paths shortened by using aseries of chiral oxazaborolidinone-promoted aldol reactions, TETRAHEDR L, 40(6), 1999, pp. 1161-1164
Citations number
10
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
6
Year of publication
1999
Pages
1161 - 1164
Database
ISI
SICI code
0040-4039(19990205)40:6<1161:TAPSOA>2.0.ZU;2-S
Abstract
A straightforward asymmetric synthesis of the C10-epi seco acid derivative of antineoplastic macrolide Acutiphycin was achieved by applying the strate gy of the chiral oxazaborolidinone-promoted aldol reaction. By repeated uti lization of this highly enantioselective aldol reaction, reaction paths tow ard the complex acyclic compound under promoter control were substantially shortened. (C) 1999 Elsevier Science Ltd. All rights reserved.