期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 16, 期 1, 页码 296-303出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200902770
关键词
alkylation; asymmetric catalysis; molybdenum; oxindoles; quaternary center
资金
- National Institutes of Health [NIH-13598]
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM033049] Funding Source: NIH RePORTER
A highly regio-, diastereo-, and enantioselective allylic alkylation reaction of 3-monosubstituted oxindoles catalyzed by molybdenum is described. The reaction is affected by the electronic and steric variations of the nucleophile. The use of appropriate N-protecting group is particularly important for achieving high regio- and diastereoselectivity. Products from this reaction, containing vicinal quaternary-tertiary stereogenic centers, are valuable synthetic intermediates and should find utility in alkaloid synthesis.
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