Synthesis 2008(11): 1733-1736  
DOI: 10.1055/s-2008-1067027
PAPER
© Georg Thieme Verlag Stuttgart · New York

A New Strategy for the Synthesis of (±)-Lupinine and (±)-Epilupinine via ­Cyclization of α-Sulfinyl Carbanions

Manat Pohmakotr*, Anusorn Seubsai, Pornthep Numeechai, Patoomratana Tuchinda
Department of Chemistry, Faculty of Science, Mahidol University, Rama VI Road, Bangkok 10400, Thailand
Fax: +66(2)6445126; e-Mail: scmpk@mahidol.ac.th;
Further Information

Publication History

Received 12 February 2008
Publication Date:
16 April 2008 (online)

Abstract

(±)-Lupinine and (±)-epilupinine have been prepared starting from commercially available δ-valerolactam. The synthetic route involves the advantages of the cyclization based on α-sulfinyl carbanions.