cheminform abstract: transition metal free activation of allylic acetates toward regioselective...
TRANSCRIPT
www.cheminform.wiley-vch.de
ThioethersQ 0580 DOI: 10.1002/chin.201029089
Transition Metal Free Activation of Allylic Acetates Toward Regioselective S-Allylation of Thiols. — The procedure is general, can be applied to a broad spectrum of allylic acetates and thiols and is highly regio- and chemoselective. A complete re-tention of the double bond stereochemistry is observed in the case of (E)-allylic ace-tates, whereas the (Z)-isomers [cf. (Ia) versus (IV)] afford isomeric mixtures with the (Z) isomer being the main product. At higher temperature and increased reaction time, the latter is converted to the thermodynamically more stable (E) isomer. — (SAHA, A.; RANU*, B. C.; Tetrahedron Lett. 51 (2010) 14, 1902-1905; Dep. Org. Chem., Indian Assoc. Cultiv. Sci., Kolkata 700 032, India; Eng.) — Mais
29- 089
ChemInform 2010, 41, issue 29 © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim