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Decarboxylative Annulation of ?-Amino Acids with ?-Nitroaldehydes.

ABSTRACT: Indolizidine and quinolizidine derivatives are readily assembled from proline or pipecolic acid and ?-nitroaldehydes by means of a decarboxylative annulation process. These reactions are promoted by simple acetic acid and involve azomethine ylides as reactive intermediates. The method was applied to the synthesis of an epiquinamide analog.

SUBMITTER: Kang Y

PROVIDER: S-EPMC5013532 | biostudies-literature | 2016 Sep

REPOSITORIES: biostudies-literature

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Decarboxylative Annulation of α-Amino Acids with γ-Nitroaldehydes.

Kang YoungKu Y Seidel Daniel D

Organic letters 20160810 17

Indolizidine and quinolizidine derivatives are readily assembled from proline or pipecolic acid and γ-nitroaldehydes by means of a decarboxylative annulation process. These reactions are promoted by simple acetic acid and involve azomethine ylides as reactive intermediates. The method was applied to the synthesis of an epiquinamide analog. ...[more]

PMID: 27509449

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