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Quinidine thiourea-catalyzed enantioselective synthesis of ?-nitrophosphonates: Beneficial effects of molecular sieves.

ABSTRACT: An efficient method for enantioselective synthesis of ?-nitrophosphonates via the Michael addition of diphenyl phosphite to nitroalkenes using the readily available quinidine thiourea organocatalyst has been developed. The desired ?-nitrophosphonates were obtained in good ee values. Molecular sieves were found to be crucial for achieving high reproducible yields in this reaction.

SUBMITTER: Abbaraju S

PROVIDER: S-EPMC3171176 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature

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Quinidine thiourea-catalyzed enantioselective synthesis of β-nitrophosphonates: Beneficial effects of molecular sieves.

Abbaraju Santhi S Bhanushali Mayur M Zhao Cong-Gui CG

Tetrahedron 20110901 39

An efficient method for enantioselective synthesis of β-nitrophosphonates via the Michael addition of diphenyl phosphite to nitroalkenes using the readily available quinidine thiourea organocatalyst has been developed. The desired β-nitrophosphonates were obtained in good ee values. Molecular sieves were found to be crucial for achieving high reproducible yields in this reaction. ...[more]

PMID: 21921970

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