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Cited by 196

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Mo-Catalyzed Regio-, Diastereo-, and Enantioselective Allylic Alkylation of 3-Aryloxindoles

Open access
Trost, Barry M., Zhang, Yong·2007·Journal of the American Chemical Society

Abstract

A highly regio-, diastereo-, and enantioselective allylic alkylation reaction mediated by a chiral molybdenum catalyst has been developed as a novel entry into synthetically versatile 3-alkyl-3-aryloxindoles. Extremely bulky nucleophiles were employed to form a quaternary center and an adjacent tertiary center asymmetrically concurrently. The regio- and diastereoselectivity of the reaction is dependent upon the steric and electronic nature of the nucleophiles to an unusual degree. A reaction mechanism based on the bonding modes of molybdenum enolate complexes was discussed.

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Metadata

Authors
Trost, B. M., & Zhang, Y.
Venue
Journal of the American Chemical Society
Published
2007-11-07
Volume
129
Issue
47
Pages
14548-14549
ISSN
  • 0002-7863 (ISSN-L)
  • 1520-5126
OpenAlex
W2036407962
Cited by
196
References
0
FWCI
9.65
Type
journal article
Language
en
Open access
green

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