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Molecules 2002, 7(2), 129-134; doi:10.3390/70200129
Article

An Improved Three Step Synthesis of (-)-3β-Hydroxycarvone from (-)-Carvone

1,* , 2
,
2 and 2
1 Departamento de Química, Universidade Federal do Espírito Santo, 29060-900, Vitória, ES, Brazil 2 Departamento de Química, Universidade Federal de São Carlos, Caixa Postal 676, 13565-905, São Carlos, SP, Brazil
* Author to whom correspondence should be addressed.
Received: 23 May 2001 / Revised: 15 January 2002 / Accepted: 31 January 2002 / Published: 28 February 2002
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Abstract

(-)-Carvone (3) has been efficiently transformed into (-)-3β-hydroxycarvone (1), which is expected to be a useful synthon or chiral template in the synthesis of natural molecules. This short and efficient synthesis of compound 1 involves regioselective and stereoselective α-hydroxylation of carvone via the trimethylsilyl-dienyl-ether derivative.
Keywords: Carvone; 3β-hydroxycarvone; silyl enol ether; stereoselective synthesis Carvone; 3β-hydroxycarvone; silyl enol ether; stereoselective synthesis
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Dos Santos, R.B.; Brocksom, T.J.; Zanotto, P.R.; Brocksom, U. An Improved Three Step Synthesis of (-)-3β-Hydroxycarvone from (-)-Carvone. Molecules 2002, 7, 129-134.

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