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Synthesis 2010(5): 807-810  
DOI: 10.1055/s-0029-1218603
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Stereospecific Total Synthesis of (+)-Davana Acid, (+)-Nordavanone and (+)-Davanone

Gowravaram Sabitha*, M. Nagendra Prasad, M. Bhikshapathi, J. S. Yadav
Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Fax: +91(40)27160512; e-Mail: gowravaramsr@yahoo.com;
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Publikationsverlauf

Received 4 November 2009
Publikationsdatum:
11. Dezember 2009 (online)

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Abstract

A short, total synthesis of (+)-davana acid, (+)-nordavanone and (+)-davanone, which are principle components of davana oil, is described. The notable features are the use of the Evans syn aldol reaction and cyclic ether formation by an intramolecular SN2 displacement reaction as key steps.

Key words

Evans aldol - cyclic ether - (-)-linalool - natural product - davana oil

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