Convenient Synthesis of Volatile Streptomyces Lactones

Chandan P. Amonkar; Santosh G. Tilve; P. S. Parameswaran

doi:10.1055/s-2005-870025

PAPER

Convenient Synthesis of Volatile Streptomyces Lactones

Chandan P. Amonkar^a, Santosh G. Tilve*^a, P. S. Parameswaran^b
^a Department of Chemistry, Goa University, Taleigao Plateau, Goa 403 206, India
Fax: +91(832)245184; e-Mail: santoshtilve@yahoo.com;
^b Chemical Oceanography Division, National Institute of Oceanography (CSIR), Dona-Paula-Goa 403 004, India

Abstract

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Abstract

A convenient three-step synthetic approach towards 3-alkyl-5-methyl-2[5H]furanones is described. The steps involved in the synthesis are domino primary alcohol oxidation-Wittig reaction, acid-catalysed lactonisation and isomerisation. This synthetic approach has been exploited to synthesise four Streptomyces lactones.

Key words

domino reaction - Wittig reaction - isomerisation - lactone - oxidation

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References

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