The Chalcogeno-Baylis-Hillman Reaction of an α,β-Unsaturated Thioester: A New Approach to α-Methylene-β-hydroxy Carboxylic Acid Derivatives
- 1 February 1999
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1999 (2) , 197-198
- https://doi.org/10.1055/s-1999-2591
Abstract
Treatment of aldehydes and an α,β-unsaturated thioester with a catalytic amount of Me2S in the presence of TiCl4 followed by Ti(O-i-Pr)4 or DBU gave α-methylene-β-hydroxy esters or thioesters, respectively, in moderate to good yields. DABCO and Bu3P were ineffective for the Baylis-Hillman reaction of a thioacrylate.Keywords
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