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Catalytic Enantioselective Synthesis of anti ‐Vicinal Silylboronates by Conjunctive Cross‐Coupling
Author(s) -
Meng Yan,
Kong Ziyin,
Morken James P.
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202000937
Subject(s) - enantioselective synthesis , bimetallic strip , vicinal , alkene , catalysis , chemistry , stereospecificity , reagent , combinatorial chemistry , stereochemistry , organic chemistry
Chiral 1,2‐bimetallic reagents are useful motifs in synthetic chemistry. Although syn ‐1,2‐bimetallic compounds can be prepared by alkene dimetallation, anti ‐1,2‐bimetallics are still rare. The stereospecific 1,2‐metallate shift that occurs during conjunctive cross‐coupling is shown to enable a practical and modular approach to the catalytic synthesis of enantioenriched anti ‐1,2‐borosilanes. In addition to reaction development, the synthetic utility of anti ‐1,2‐borosilanes was investigated, including applications to the synthesis of anti ‐1,2‐diols and anti ‐1,2‐amino alcohols

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