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Preparation of Enantioenriched Alkylcarbastannatranes via Nucleophilic Inversion of Alkyl Mesylates for Use in Stereospecific Cross-Coupling Reactions.

ABSTRACT: We report the preparation of enantioenriched secondary alkylcarbastannatranes via a stereoinvertive S_N2 reaction of enantioenriched alkyl mesylates and carbastannatranyl anion equivalents. Using this process, enantioenriched secondary alcohols may be converted into highly enantioenriched alkylcarbastannatranes, which are useful in stereospecific cross-coupling reactions.

SUBMITTER: Ralph G

PROVIDER: S-EPMC8021098 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature

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Preparation of Enantioenriched Alkylcarbastannatranes via Nucleophilic Inversion of Alkyl Mesylates for Use in Stereospecific Cross-Coupling Reactions.

Ralph Glenn G Biscoe Mark R MR

Organometallics 20190903 20

We report the preparation of enantioenriched secondary alkylcarbastannatranes via a stereoinvertive S<sub>N</sub>2 reaction of enantioenriched alkyl mesylates and carbastannatranyl anion equivalents. Using this process, enantioenriched secondary alcohols may be converted into highly enantioenriched alkylcarbastannatranes, which are useful in stereospecific cross-coupling reactions. ...[more]

PMID: 33824546

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