Issue 27, 2006

Enantioselective synthesis of α-terpineol and nephthenol by intramolecular acyloxazolidinone enolate alkylations

Abstract

Enolate anions generated from norterpenyl bromides bearing oxazolidinone chiral auxiliaries at the chain termini underwent efficient, stereo-biased cyclizations to form 6- and 14-membered rings in novel synthetic routes to α-terpineol and nephthenol enantiomers.

Graphical abstract: Enantioselective synthesis of α-terpineol and nephthenol by intramolecular acyloxazolidinone enolate alkylations

Supplementary files

Article information

Article type
Communication
Submitted
13 Apr 2006
Accepted
21 May 2006
First published
02 Jun 2006

Chem. Commun., 2006, 2902-2904

Enantioselective synthesis of α-terpineol and nephthenol by intramolecular acyloxazolidinone enolate alkylations

Y. Jin and R. M. Coates, Chem. Commun., 2006, 2902 DOI: 10.1039/B605346G

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