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A Highly Enantio- and Diastereoselective Catalytic Intramolecular Stetter Reaction

Javier Read de Alaniz and Tomislav Rovis*

*Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, Email: rovislamar.colostate.edu

J. Read de Alaniz, T. Rovis, J. Am. Chem. Soc., 2005, 127, 6284-6289.

DOI: 10.1021/ja0425132


Abstract

A highly enantio- and diastereoselective intramolecular Stetter reaction has been developed. Aliphatic and aromatic aldehydes and a broad range of trisubstituted Michael acceptors have been found to afford the desired products in good overall yield with high enantio- and diastereoselectivity.

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Key Words

Stetter Reaction, Organocatalysis, Cyclopentanones, O-Heterocycles, Ketones


ID: J48-Y2005-2330