Stereospecific Construction of Quaternary Carbon Stereocenters from Quaternary Carbon Stereocenters | Zendy

Kaushalendra Patel | Zendy; Veeranjaneyulu Lanke | Zendy; Ilan Marek | Zendy

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Stereospecific Construction of Quaternary Carbon Stereocenters from Quaternary Carbon Stereocenters

Author(s) -

Kaushalendra Patel,

Veeranjaneyulu Lanke,

Ilan Marek

Publication year - 2022

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/jacs.2c01695

Subject(s) - stereocenter , chemistry , stereospecificity , nucleophile , quaternary , nucleophilic substitution , stereochemistry , substitution (logic) , quaternary carbon , inversion (geology) , enantioselective synthesis , organic chemistry , catalysis , paleontology , structural basin , computer science , biology , programming language

Organoaluminum species promote a smooth nucleophilic substitution at the quaternary carbon stereocenter of stereodefined polysubstituted cyclopropyl methyl phosphate with a complete inversion of configuration, even when more reactive functional groups are present. The regio- and diastereoselectivity of the substitution is attributed to the existence of a bicyclobutonium intermediate.

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