Synthesis 2006(1): 63-72  
DOI: 10.1055/s-2005-918441
PAPER
© Georg Thieme Verlag Stuttgart · New York

Convenient Synthesis of Substituted α-Methylene-δ-valerolactones in Aqueous Medium Using Baylis-Hillman Chemistry [1]

Vijay Singh, Sanjay Batra*
Medicinal Chemistry Division, Central Drug Research Institute, PO Box 173, Lucknow 226001, India
Fax: +91(522)2623405; Fax: +91(522)2623938; e-Mail: batra_san@yahoo.co.uk;
Further Information

Publication History

Received 15 June 2005
Publication Date:
27 October 2005 (online)

Abstract

A mild and convenient synthesis of substituted α-methylene-δ-valerolactones was achieved by SN2 nucleophilic substitution of the acetates of Baylis-Hillman adducts with acetyl acetone followed by one-pot saponification of the ester, reduction of the keto group, and subsequent intramolecular ring closure in aqueous medium.

1

CDRI Communication No. 6732.

1

CDRI Communication No. 6732.