期刊
HETEROCYCLES
卷 80, 期 2, 页码 1177-1185出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-09-S(S)101
关键词
Electrochemical Oxidation; Memory of Chilarity; Carbon-Carbon Bond Cleavage; Chiral N,O-Acetal; Thiazolidine-4-carboxylic Acid
Memory of chirality in the electrochemical oxidation of thiazolidine-4-carboxylic acid derivatives was observed. The relatively larger size of sulphur atom than the oxygen atom for oxazolidine-4-carboxylic acid derivative may slightly improved the enantioselectivities of the oxidized products. The bulkier penicillamine derivative 1c furnished 2c with much better enantioselectivity (91% ee) than that of the cysteine derivative 2b (85% ee). The presence of two extra dimethyl groups, for the penicillamine derivative improved the enantioselectivities of the thiazolidine derivatives from 85% ee to 91% ee.
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