期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 67, 期 21, 页码 7289-7294出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo025974j
关键词
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Benzyl p-bromophenyl sulfoxide 1 was obtained on a multigram scale and in an enantiomerically pure form by an enantioselective catalytic oxidation, using tert-butyl hydroperoxide in the presence of chiral titanium complexes. Some mechanistic and stereochemical features of interest were studied in this process. Compound 1 was then subjected to two different substitution reactions with Grignard reagents, which caused two sequentially stereocontrolled carbon-for-carbon displacements, leading to chiral nonracemic dialkyl sulfoxides.
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