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Enantioselective rhodium enolate protonations. A new methodology for the synthesis of beta2-amino acids.

ABSTRACT: [reaction: see text] Rhodium-catalyzed conjugate addition of an aryl boronic acid to alpha-methylamino acrylates followed by enantioselective protonation of the oxa-pi-allylrhodium intermediate provides access to aryl-substituted beta(2)-amino acids. The impact of the different variables of the reaction on the levels of enantioselectivity has been assessed.

SUBMITTER: Sibi MP

PROVIDER: S-EPMC2596577 | biostudies-literature | 2005 Jun

REPOSITORIES: biostudies-literature

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Enantioselective rhodium enolate protonations. A new methodology for the synthesis of beta2-amino acids.

Sibi Mukund P MP Tatamidani Hiroto H Patil Kalyani K

Organic letters 20050601 13

[reaction: see text] Rhodium-catalyzed conjugate addition of an aryl boronic acid to alpha-methylamino acrylates followed by enantioselective protonation of the oxa-pi-allylrhodium intermediate provides access to aryl-substituted beta(2)-amino acids. The impact of the different variables of the reaction on the levels of enantioselectivity has been assessed. ...[more]

PMID: 15957893

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