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Enantioselective Borylative Dearomatization of Indoles through Copper(I) Catalysis
Author(s) -
Kubota Koji,
Hayama Keiichi,
Iwamoto Hiroaki,
Ito Hajime
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201502964
Subject(s) - enantioselective synthesis , stereocenter , chemistry , reagent , catalysis , copper , indole test , protonation , organic chemistry , combinatorial chemistry , stereochemistry , ion
The enantioselective borylative dearomatization of a heteroaromatic compound has been achieved using a copper(I) catalyst and a diboron reagent. This reaction involves the regio‐ and enantioselective addition of active borylcopper(I) species to indole‐2‐carboxylates, followed by the diastereoselective protonation of the resulting copper(I) enolate to give the corresponding chiral indolines, which bear consecutive stereogenic centers.