4.5 Article

A Tandem Michael-SN2-Mediated General Route to Six-Membered Heterocycles and Carbocycles

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2010, Issue 35, Pages 6810-6819

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201000941

Keywords

Carbocycles; Heterocycles; Sulfones; Desulfonylation; Michael addition; Nucleophilic substitution

Funding

  1. Department of Science and Technology (DST), New Delhi
  2. Council for Scientific and Industrial Research, New Delhi

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A powerful, flexible, and stereoselective general strategy for the construction of chirally pure six-membered heterocycles and carbocycles by utilizing a tandem Michael-S(N)2 sequence is described. The strategy avoids the tedious synthesis of separate starting materials prior to cyclization. The expedient and general strategy, which is virtually untapped until now, will enrich the arsenal of synthetic chemists for the preparation of cyclic compounds.

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