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

Glenn Ralph | Zendy; Mark R. Biscoe | Zendy

Open Access

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

Author(s) -

Glenn Ralph,

Mark R. Biscoe

Publication year - 2019

Publication title -

organometallics

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.231

H-Index - 172

eISSN - 1520-6041

pISSN - 0276-7333

DOI - 10.1021/acs.organomet.9b00467

Subject(s) - chemistry , stereospecificity , sn2 reaction , alkyl , nucleophile , inversion (geology) , coupling reaction , combinatorial chemistry , nucleophilic substitution , optically active , organic chemistry , stereochemistry , catalysis , paleontology , structural basin , biology

We report the preparation of enantioenriched secondary alkylcarbastannatranes via a stereoinvertive S N 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.

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