Synlett

Stereoselective Synthesis of 1, 2, 2-Trisubstituted Indane Derivatives Using a Tandem SN2-Michael Addition Sequence

SJ Gharpure, SRB Reddy, U Sanyal

Index: Gharpure, Santosh J.; Reddy, S. Raja Bhushan; Sanyal, Udishnu Synlett, 2007 , # 12 p. 1889 - 1892

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Abstract

We envisaged that the 1,2,2-trisubstituted indane derivatives can be assembled by reaction of an active methylene compound with an o-halomethyl cinnamate derivative employing a tandem alkylation-Michael addition sequence (Scheme [1] ). Here, it was anticipated that the active methylene compound will first undergo intermolecular S N 2 substitution reaction followed by intramolecular Michael addition reaction leading to the desired target. To test our hypothesis, we ...