The asymmetric epoxidation of vitamin K3 and analogues in aqueous alkaline buffer solution or in DMF/solid Na2CO3, in the presence of α- and β-cyclodextrin has been investigated. The enantiomeric excesses in the products were up to 48%. The various factors that control the enantioselectivity of the process have been examined. Different mechanisms are involved in aqueous medium and dipolar aprotic solvent.
Biomimetic asymmetric synthesis. Enantioselective Weitz-Scheffer epoxidation of vitamin K3 and analogues in the presence of cyclodextrins / A. Manfredi, R. Annunziata, N. Gaggero, L. Casella, S. Colonna. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 55:23(1990 Nov), pp. 5862-5866.
Biomimetic asymmetric synthesis. Enantioselective Weitz-Scheffer epoxidation of vitamin K3 and analogues in the presence of cyclodextrins
A. Manfredi;R. Annunziata;N. Gaggero;S. Colonna
1990
Abstract
The asymmetric epoxidation of vitamin K3 and analogues in aqueous alkaline buffer solution or in DMF/solid Na2CO3, in the presence of α- and β-cyclodextrin has been investigated. The enantiomeric excesses in the products were up to 48%. The various factors that control the enantioselectivity of the process have been examined. Different mechanisms are involved in aqueous medium and dipolar aprotic solvent.
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