DIASTEREOCOMPLEMENTARY CONSTRUCTION OF OPTICALLY-ACTIVE BICYCLO[4.3.0]NONENONE SKELETON BASED ON PAUSON-KHAND REACTION

Authors
MUKAI C KIM JS UCHIYAMA M HANAOKA M
Citation
C. Mukai et al., DIASTEREOCOMPLEMENTARY CONSTRUCTION OF OPTICALLY-ACTIVE BICYCLO[4.3.0]NONENONE SKELETON BASED ON PAUSON-KHAND REACTION, Tetrahedron letters, 39(43), 1998, pp. 7909-7912
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
43
Year of publication
1998
Pages
7909 - 7912
Database
ISI
SICI code
0040-4039(1998)39:43<7909:DCOOB>2.0.ZU;2-H
Abstract
The Pauson-Khand reaction of the 3,4-bis(tert-butyldimethylsilyloxy)-7 -octene-1-yne derivatives, derived from (+)-diethyl tartrate, exclusiv ely gave the tyldimethylsilyloxy)bicyclo[4.3.0]non-derivatives, while the (3S,4S)-3,4-dihydroxy-7-octen-1-yne congeners diastereocomplementa rily afforded the corresponding ,6R)-2,3-dihydroxy-bicyclo[4.3.0]non-1 (9)-en-8-one in a highly selective manner. (C) 1998 Elsevier Science L td. All rights reserved.