Synthesis 2008(12): 1832-1834  
DOI: 10.1055/s-2008-1067098
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

Cascade Enantioselective Synthesis of 3-Arylphthalides Using Chiral Auxiliary Route

Anil V. Karnik*, Suchitra S. Kamath
Department of Chemistry, University of Mumbai, Vidyanagari, Santacruz (E), Mumbai 400098, India
Fax: +91(22)26528547; e-Mail: avkarnik@chem.mu.ac.in;
Further Information

Publication History

Received 16 November 2007
Publication Date:
16 May 2008 (online)

Abstract

An enantioselective synthesis of 3-arylphthalides was achieved using (S)-1-phenylethylamine as a chiral auxiliary. Reduction of chiral keto amides of 2-aroylbenzoic acids followed by acid-catalyzed lactonization yielded (S)-3-arylphthalides with 75-85% ee.