STEREOCONTROLLED PALLADIUM(0) CATALYZED CYCLIZATION AND CYCLISATION CARBONYLATION OF PSEUDOGLYCAL DERIVATIVES/

Authors
HOLZAPFEL CW ENGELBRECHT GJ MARAIS L TOERIEN F
Citation
Cw. Holzapfel et al., STEREOCONTROLLED PALLADIUM(0) CATALYZED CYCLIZATION AND CYCLISATION CARBONYLATION OF PSEUDOGLYCAL DERIVATIVES/, Tetrahedron, 53(11), 1997, pp. 3957-3974
Citations number
50
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
11
Year of publication
1997
Pages
3957 - 3974
Database
ISI
SICI code
0040-4020(1997)53:11<3957:SPCCAC>2.0.ZU;2-K
Abstract
Pd(0) catalysed cyclisations of selected pseudoglycal 1,6-diene and 1, 6-enyne derivatives provided annulated pyranoside products in a highly stereospecific fashion. Carbon monoxide insertion reactions of the cy clised sigma-Pd intermediates afforded bicyclic carboxylic acids and/o r bis-annulated cyclopentanone or -pentenone monosaccharide derivative s with the concomitant stereocontrolled formation of up to three C-C b onds. (C) 1997 Elsevier Science Ltd.