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Synthesis 2009(22): 3833-3837  
DOI: 10.1055/s-0029-1218150
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Total Synthesis of (±)-Petasitolone and (±)-Fukinone

Srinivas Pasikantia,b, Dumbala Srinivasa Reddya, Javed Iqbala, Pramod Kumar Dubeyb, Parthasarathi Das*a
a Discovery Research, Dr. Reddy’s Laboratories Ltd., Bollaram Road, Miyapur, Hyderabad 500049, AP, India
Fax: +91(40)23045438; e-Mail: parthads@yahoo.com;
b Department of Chemistry, JNTU College of Engineering, Kukatpally, Hyderabad 500085, AP, India
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Publication History

Received 26 June 2009
Publication Date:
07 October 2009 (online)

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Total Synthesis of (±)-Petasitolone and (±)-FukinoneSynthesis 2009; 2009(22): e8-e8
DOI: 10.1055/s-0029-1217106

Abstract

An efficient, general, and fully stereocontrolled synthesis of eremophilane-type compounds is disclosed. The approach features a highly diastereoselective Diels-Alder/aldol sequence to give a common intermediate, which is subsequently exploited to produce (±)-petasitolone and (±)-fukinone in a short sequence.

Key words

eremophilane - Diels-Alder reactions - aldol reactions - condensation

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