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

Molecules

Reginaldo B. Dos Santos¹  Timothy J. Brocksom¹  Paulo R. Zanotto¹ 

[1] ¹Departamento de Química, Universidade Federal do Espírito Santo, 29060-900, Vitória, ES, Brazil ²Departamento de Química, Universidade Federal de São Carlos, Caixa Postal 676, 13565-905, São Carlos, SP, Brazil

关键词: Carvone;    3β-hydroxycarvone;    silyl enol ether;    stereoselective synthesis;   

DOI  :  10.3390/70200129

来源: mdpi

【 摘 要 】

(-)-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.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.