Palladium-catalyzed synthesis of allylic thioacetates. A convenient accessto allylic thiols

Citation
S. Divekar et al., Palladium-catalyzed synthesis of allylic thioacetates. A convenient accessto allylic thiols, TETRAHEDRON, 55(14), 1999, pp. 4369-4376
Citations number
25
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
14
Year of publication
1999
Pages
4369 - 4376
Database
ISI
SICI code
0040-4020(19990402)55:14<4369:PSOATA>2.0.ZU;2-W
Abstract
Palladium(0)-catalyzed alkylation of various allylic acetates and carbonate s by potassium thioacetate allowed an easy access to allylic thioacetates i n rather good yields. The reaction was regioselective with substitution at the less hindered side of the intermediate pi-allyl system, and diastereose lective with net retention of configuration. (C) 1999 Elsevier Science Ltd. All rights reserved.