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Total synthesis of (-)-N-methylwelwitindolinone B isothiocyanate via a chlorinative oxabicycle ring-opening strategy.

ABSTRACT: The first total synthesis of N-methylwelwitindolinone B isothiocyanate is reported. The route features several key steps, including a regio- and diastereoselective chlorinative oxabicycle ring-opening reaction to introduce the challenging alkyl chloride motif.

SUBMITTER: Weires NA

PROVIDER: S-EPMC4206695 | biostudies-literature | 2014 Oct

REPOSITORIES: biostudies-literature

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Total synthesis of (-)-N-methylwelwitindolinone B isothiocyanate via a chlorinative oxabicycle ring-opening strategy.

Weires Nicholas A NA Styduhar Evan D ED Baker Emma L EL Garg Neil K NK

Journal of the American Chemical Society 20141010 42

The first total synthesis of N-methylwelwitindolinone B isothiocyanate is reported. The route features several key steps, including a regio- and diastereoselective chlorinative oxabicycle ring-opening reaction to introduce the challenging alkyl chloride motif. ...[more]

PMID: 25275668

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