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Synthesis 2010(7): 1141-1144  
DOI: 10.1055/s-0029-1218666
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of the Antibacterial Benzoquinone Primin and its Water-Soluble Analogue, Primin Acid

Asish K. Bhattacharya*, Tanpreet Kaur, Krishna N. Ganesh
Division of Organic Chemistry and Combi Chem-Bio Resource Centre, National Chemical Laboratory, Dr. Homi Bhabha Road, Pune-411 008, India
Fax: +91(20)25902629; e-Mail: ak.bhattacharya@ncl.res.in;
Further Information

Publication History

Received 1 December 2009
Publication Date:
05 February 2010 (online)

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Abstract

The biologically active natural product, primin and its water-soluble acid analogue, primin acid are prepared in 34% and 25% overall yields, respectively, from a common intermediate using a Grignard reaction and a Johnson-Claisen rearrangement as the key steps.

Key words

1,4-benzoquinones - primin - primin acid - Johnson-Claisen rearrangement - antibacterial

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