The epoxidation of 2 and 2,3-substituted naphthoquinones with t-BuOOH in aqueous buffer solutions, in the presence of bovine serum albumin (BSA) as chiral catalyst, affords the corresponding epoxynaphthoquinones with enantiomeric excess (e.e.) up to 79%. The influences on the enantioselectivity of the pH of the buffer solution, of the oxidizing agent, and of inorganic salts have also been examined.
CATALYTIC ASYMMETRIC WEITZ-SCHEFFER EPOXIDATION PROMOTED BY BOVINE SERUM-ALBUMIN .2 / S. COLONNA, A. MANFREDI, R. ANNUNZIATA, M. SPADONI. - In: TETRAHEDRON. - ISSN 0040-4020. - 43:9(1987), pp. 2157-2164.
CATALYTIC ASYMMETRIC WEITZ-SCHEFFER EPOXIDATION PROMOTED BY BOVINE SERUM-ALBUMIN .2
A. MANFREDISecondo
;R. ANNUNZIATAPenultimo
;
1987
Abstract
The epoxidation of 2 and 2,3-substituted naphthoquinones with t-BuOOH in aqueous buffer solutions, in the presence of bovine serum albumin (BSA) as chiral catalyst, affords the corresponding epoxynaphthoquinones with enantiomeric excess (e.e.) up to 79%. The influences on the enantioselectivity of the pH of the buffer solution, of the oxidizing agent, and of inorganic salts have also been examined.
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