Synthesis of E- and Z-substituted methylene-3,4-dihydro-2H-1-benzopyrans by regio- and stereocontrolled palladium-catalyzed intramolecular cyclization

Authors
Barberan, O Alami, M Brion, JD
Citation
O. Barberan et al., Synthesis of E- and Z-substituted methylene-3,4-dihydro-2H-1-benzopyrans by regio- and stereocontrolled palladium-catalyzed intramolecular cyclization, TETRAHEDR L, 42(14), 2001, pp. 2657-2659
Citations number
24
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
14
Year of publication
2001
Pages
2657 - 2659
Database
ISI
SICI code
0040-4039(20010402)42:14<2657:SOEAZM>2.0.ZU;2-X
Abstract
A stereocontrolled synthetic approach to E- and Z-substituted methylene-3.4 -dihydro-2H-1-benzopyrans 5 is described from acyclic derivatives using as a key step the palladium-catalyzed intramolecular cyclic carbopalladation o f iodoalkynes 4 followed by a carbonylation or a hydride ion capture proces s. (C) 2001 Elsevier Science Ltd. All rights reserved.