Cobalt-mediated cycloisomerization of delta-substituted epsilon-acetylenicbeta-ketoesters construction of angular triquinane by a sequence ene/Pauson-Khand reactions

Authors
Renaud, JL Aubert, C Malacria, M
Citation
Jl. Renaud et al., Cobalt-mediated cycloisomerization of delta-substituted epsilon-acetylenicbeta-ketoesters construction of angular triquinane by a sequence ene/Pauson-Khand reactions, TETRAHEDRON, 55(16), 1999, pp. 5113-5128
Citations number
29
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
16
Year of publication
1999
Pages
5113 - 5128
Database
ISI
SICI code
0040-4020(19990416)55:16<5113:CCODE>2.0.ZU;2-L
Abstract
The preparation of delta-substituted epsilon-acetylenic beta-ketoesters is fully described. Their cobalt-mediated Conia-ene reactions led to variously functionalized methylenecyclopentanes in high yields and with a moderate c ontrol of the 1,4 diastereoselectivity. A sequence involving the cobalt-med iated ene and Pauson-Khand reactions is presented and allowed the construct ion of the angular triquinane framework. (C) 1999 Elsevier Science Ltd. All rights reserved.