Aluminum Iodide Promoted Highly Z-Stereoselective Synthesis of β-Iodo Morita-Baylis-Hillman Esters with Ketones as Aldol Acceptors
Sung Il Lee, Geum-Sook Hwang, Do Hyun Ryu*
*Department of Chemistry, Sungkyunkwan University, Suwon 440-746, Korea, Email:
dhryu
skku.edu
S. Il Lee, G.-S. Hwang, D. H. Ryu, Synlett, 2007, 59-62.
DOI: 10.1055/s-2006-958421
Abstract
Various ketones as the electrophiles react in a one pot three-component coupling with an aluminum allenoate intermediate derived from ethyl propiolate and alluminium iodide to yield β-iodo Morita-Baylis-Hillman adducts with high yield and excellent Z-stereoselectivity.
see article for more examples
proposed mechanism
Key Words
Baylis-Hillman Adducts, Vinyliodides, Multicomponent Reactions
ID: J60-Y2007-0040
