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A stereoselective synthesis of (+)-gonyautoxin 3.

ABSTRACT: An asymmetric synthesis of the paralytic shellfish poison (PSP), (+)-gonyautoxin 3, is described. A unique, Rh-catalyzed amination reaction provides rapid access to the heteratom-rich, tricyclic core of the toxin, which is common to more than 30 related natural products. The completed route should facilitate the preparation of other naturally occurring PSPs and designed analogues thereof.

SUBMITTER: Mulcahy JV

PROVIDER: S-EPMC2597710 | biostudies-literature | 2008 Sep

REPOSITORIES: biostudies-literature

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A stereoselective synthesis of (+)-gonyautoxin 3.

Mulcahy John V JV Du Bois J J

Journal of the American Chemical Society 20080829 38

An asymmetric synthesis of the paralytic shellfish poison (PSP), (+)-gonyautoxin 3, is described. A unique, Rh-catalyzed amination reaction provides rapid access to the heteratom-rich, tricyclic core of the toxin, which is common to more than 30 related natural products. The completed route should facilitate the preparation of other naturally occurring PSPs and designed analogues thereof. ...[more]

PMID: 18759394

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