4.4 Article

Simple preparation of β-hydroxy-α-thiomethyl carbonyl compounds via stereoselective conjugate addition of thiol to Baylis-Hillman adducts

Journal

TETRAHEDRON LETTERS
Volume 43, Issue 35, Pages 6189-6191

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(02)01318-7

Keywords

Baylis-Hillman reactions; Michael reactions; thiols; stereoselection; azetidinones

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Nucleophilic addition of thiols to Baylis-Hillman adducts smoothly proceeded in the presence of catalytic amounts of lithium thiolate to give syn-beta-hydroxy-alpha-thiomethyl carbonyl compounds stereoselectively. (C) 2002 Elsevier Science Ltd. All rights reserved.

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