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

Srinivas Pasikanti; Dumbala Srinivasa Reddy; Javed Iqbal; Pramod Kumar Dubey; Parthasarathi Das

doi:10.1055/s-0029-1218150

PAPER

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

Srinivas Pasikanti^a,b, Dumbala Srinivasa Reddy^a, Javed Iqbal^a, Pramod Kumar Dubey^b, 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

Abstract

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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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References

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