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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 24, 1994 - Issue 14
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Original Articles

Enantiodivergent Syntheses of (R)- and (S)-3,5-Dimethylcyclohex-2-en-1-ones from (R)-Pulegone

A. Nangia School of Chemistry, University of Hyderabad, Hyderabad, 500 134, INDIA
&
G. Prasuna School of Chemistry, University of Hyderabad, Hyderabad, 500 134, INDIA
Pages 1989-1998 | Received 22 Dec 1993, Published online: 23 Sep 2006
 
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Abstract

R-(+)-pulegone (1) is transformed to (R)-5-methyl-2-(phenylsulfinyl)cyclohexanone (5) (65%, 3 steps). Sulfoxide 5 is converted to R-(-)-3,5-dimethylcyclohex-2-en-1-one (4) (53%, 4 steps) and S-(+)-4 (26%, 3 steps).

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