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CeCl37H2O/NaI-Promoted Stereoselective Aldol Coupling of α,β-Acetylenic Ketones

Jhillu S. Yadav*, B. V. S. Reddy, Manoj Kumar Gupta, B. Eeshwaraiah

*Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad-500 007, India, Email: yadavpubiict.res.in

J. S. Yadav, B. V. S. Reddy, M. K. Gupta, B. Eeshwaraiah, Synthesis, 2005, 57-60.

DOI: 10.1055/s-2004-834909


Abstract

A simple and highly stereoselective method has been developed for the synthesis of (Z)-β-iodo Baylis-Hillman adducts using CeCl37H2O/NaI as an inexpensive and readily available reagent system. High conversions and enhanced Z-selectivity together with the environmentally benign nature of the CeCl37H2O/NaI reagent system makes this method an attractive alternative to established methods.

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Key Words

cerium compounds, three component reaction, multicomponent reactions, β-iodovinyl ketones, Baylis-Hillman adducts


ID: J54-Y2005-650