CeCl3·7H2O/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.
A simple and highly stereoselective method has been developed for the synthesis of (Z)-β-iodo Baylis-Hillman adducts using CeCl3·7H2O/NaI as an inexpensive and readily available reagent system. High conversions and enhanced Z-selectivity together with the environmentally benign nature of the CeCl3·7H2O/NaI reagent system makes this method an attractive alternative to established methods.
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