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Asymmetric Synthesis of Diamine Derivatives via Sequential Palladium and Rhodium Catalysis

Authors
  • Trost, Barry M.
  • Malhotra, Sushant
  • Olson, David E.
  • Maruniak, Autumn
  • Justin Du Bois
Type
Published Article
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society
Publication Date
Jan 14, 2009
Volume
131
Issue
12
Pages
131–4190
Identifiers
DOI: 10.1021/ja809697p
Source
CCHF
License
White

Abstract

The use of a bifunctional nitrogen nucleophile and an allyl carbonate starting material in successive enantioselective palladium- and diastereoselective rhodium-catalyzed reactions enables the rapid assembly of unique amino aziridine products. Further elaboration of these materials affords complex, stereodefined polyamine architectures, thus demonstrating the power of these combined methods for simplifying asymmetric C−N bond construction.

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