Asymmetric synthesis of diamine derivatives via sequential palladium and rhodium catalysis

Barry M. Trost; Sushant Malhotra; David Olson; Autumn Maruniak; J. Du Bois

doi:10.1021/ja809697p

Asymmetric synthesis of diamine derivatives via sequential palladium and rhodium catalysis

Barry M. Trost, Sushant Malhotra, David Olson, Autumn Maruniak, J. Du Bois

Research output: Contribution to journal › Article › peer-review

77 Scopus citations

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.

Original language	English (US)
Pages (from-to)	4190-4191
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	131
Issue number	12
DOIs	https://doi.org/10.1021/ja809697p
State	Published - Apr 1 2009
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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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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AU - Trost, Barry M.

AU - Malhotra, Sushant

AU - Olson, David

AU - Maruniak, Autumn

AU - Du Bois, J.

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AB - 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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Asymmetric synthesis of diamine derivatives via sequential palladium and rhodium catalysis

Abstract

ASJC Scopus subject areas

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