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Asymmetric synthesis of diamine derivatives via sequential palladium and rhodium catalysis.

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.

SUBMITTER: Trost BM 

PROVIDER: S-EPMC3235049 | biostudies-literature | 2009 Apr

REPOSITORIES: biostudies-literature

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Asymmetric synthesis of diamine derivatives via sequential palladium and rhodium catalysis.

Trost Barry M BM   Malhotra Sushant S   Olson David E DE   Maruniak Autumn A   Du Bois J J  

Journal of the American Chemical Society 20090401 12

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. ...[more]

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