1.
J Org Chem
; 73(9): 3486-91, 2008 May 02.
Article
in English
| MEDLINE
| ID: mdl-18363375
ABSTRACT
Starting from very accessible raw materials such as p-methoxyphenol, ethylene glycol, and thiophenol, a protocol has been developed to prepare multigram quantities of the polyfunctionalized cyclohexane (+/-)- 7. A highly efficient resolution of (+/-)- 7 has been achieved through enantioselective acetylation catalyzed by Candida antarctica lipase B. Straightforward and enantioselective syntheses of 4-hydroxy-2-cyclohexenone, 1, trans-cyclohex-2-ene-1,4-diol, 2, and their O-protected derivatives 18 and 19 have been readily accomplished from 7.
Subject(s)
Cyclohexanes/chemical synthesis , Cyclohexanols/chemical synthesis , Cyclohexanones/chemical synthesis , Acetylation , Candida albicans/enzymology , Catalysis , Cyclohexanes/chemistry , Cyclohexanes/metabolism , Cyclohexanols/chemistry , Cyclohexanols/metabolism , Cyclohexanones/chemistry , Cyclohexanones/metabolism , Lipase/metabolism , Molecular Structure , Solubility , Stereoisomerism
2.
Med Clin (Barc)
; 125(12): 475, 2005 Oct 08.
Article
in Spanish
| MEDLINE
| ID: mdl-16216205
3.
Am J Respir Crit Care Med
; 169(2): 316-7; author reply 317, 2004 Jan 15.
Article
in English
| MEDLINE
| ID: mdl-14718245