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Total synthesis of (+)-grandiamide D, dasyclamide and gigantamide A from a Baylis-Hillman adduct: A unified biomimetic approach.

ABSTRACT: A unified strategy was followed for the synthesis of three putrescine bisamides, (+)-grandiamide D, dasyclamide and gigantamide A, isolated from leaves of Aglaia gigantea, by making use of a common synthetic intermediate prepared by the Baylis-Hillman reaction. Asymmetric synthesis of the natural (+)-grandiamide D was accomplished from camphor sultam.

SUBMITTER: Ilangovan A

PROVIDER: S-EPMC3896245 | biostudies-literature | 2014 Jan

REPOSITORIES: biostudies-literature

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Total synthesis of (+)-grandiamide D, dasyclamide and gigantamide A from a Baylis-Hillman adduct: A unified biomimetic approach.

Ilangovan Andivelu A Saravanakumar Shanmugasundar S

Beilstein journal of organic chemistry 20140110

A unified strategy was followed for the synthesis of three putrescine bisamides, (+)-grandiamide D, dasyclamide and gigantamide A, isolated from leaves of Aglaia gigantea, by making use of a common synthetic intermediate prepared by the Baylis-Hillman reaction. Asymmetric synthesis of the natural (+)-grandiamide D was accomplished from camphor sultam. ...[more]

PMID: 24454565

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