Practical synthesis of Shi's diester fructose derivative for catalytic asymmetric epoxidation of alkenes.
J Org Chem
; 70(24): 10143-6, 2005 Nov 25.
Article
de En
| MEDLINE
| ID: mdl-16292858
ABSTRACT
[reaction see text] A practical synthesis of Shi's diester 3 for catalytic asymmetric epoxidations has been developed. The catalyst has been prepared in multigram quantities from D-fructose in four steps with a 66% overall yield. Efficiency, cost, and selectivity aspects of the reagents involved for its preparation have been taken care of during its preparation. The workup procedures have been simplified to the bare minimum, rendering a very practical preparation method. The well-known high efficiency of this catalyst 3 in the epoxidation of alpha,beta-unsaturated carbonyl compounds has also proved to be high in unfunctionalized alkenes.
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Collection:
01-internacional
Base de données:
MEDLINE
Langue:
En
Journal:
J Org Chem
Année:
2005
Type de document:
Article
Pays d'affiliation:
Espagne