BIOREDUCTION OF (R)-CARVONE AND REGIOSELECTIVE BAEYER-VILLIGER OXIDATIONS - APPLICATION TO THE ASYMMETRIC-SYNTHESIS OF CRYPTOPHYCIN FRAGMENT-A

Authors
VARIE DL BRENNAN J BRIGGS B CRONIN JS HAY DA RIECK JA ZMIJEWSKI MJ
Citation
Dl. Varie et al., BIOREDUCTION OF (R)-CARVONE AND REGIOSELECTIVE BAEYER-VILLIGER OXIDATIONS - APPLICATION TO THE ASYMMETRIC-SYNTHESIS OF CRYPTOPHYCIN FRAGMENT-A, Tetrahedron letters, 39(46), 1998, pp. 8405-8408
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
46
Year of publication
1998
Pages
8405 - 8408
Database
ISI
SICI code
0040-4039(1998)39:46<8405:BO(ARB>2.0.ZU;2-J
Abstract
Cryptophycin fragment A (1) was prepared in high enantiomeric purity i n 10 steps from(R)-carvone. A stereoselective bioreduction of (R)-carv one to neodihydrocarveol and a regioselective Baeyer-Villiger oxidatio n of cyclohexanone 8 with pertrifluoroacetic acid were employed in thi s synthesis. (C) 1998 Elsevier Science Ltd. All rights reserved.