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Total synthesis of malagashanine: a chloroquine potentiating indole alkaloid with unusual stereochemistry.

ABSTRACT: The first total synthesis of malagashanine, a chloroquine potentiating indole alkaloid, is presented. A highly stereoselective cascade annulation reaction was developed to generate the tetracyclic core of the Malagasy alkaloids. This chemistry is likely to be broadly applicable to the synthesis of other members of this stereochemically unique family of natural products.

SUBMITTER: Kong A

PROVIDER: S-EPMC5297967 | biostudies-literature | 2017 Jan

REPOSITORIES: biostudies-literature

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Total synthesis of malagashanine: a chloroquine potentiating indole alkaloid with unusual stereochemistry.

Kong A A Mancheno D E DE Boudet N N Delgado R R Andreansky E S ES Blakey S B SB

Chemical science 20160919 1

The first total synthesis of malagashanine, a chloroquine potentiating indole alkaloid, is presented. A highly stereoselective cascade annulation reaction was developed to generate the tetracyclic core of the Malagasy alkaloids. This chemistry is likely to be broadly applicable to the synthesis of other members of this stereochemically unique family of natural products. ...[more]

PMID: 28451219

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