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

Vijay Singh; Sanjay Batra

doi:10.1055/s-2005-918441

PAPER

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;

Abstract

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Abstract

A mild and convenient synthesis of substituted α-methylene-δ-valerolactones was achieved by S_N2 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.

Key words

Baylis-Hillman - α-methylene-δ-valerolactone - nucleophilic substitution - aqueous medium

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References

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