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Well‐Defined Chiral Copper NHC Complex in the Asymmetric Conjugated β‐Borylation and One‐Pot Metathesis‐Asymmetric β‐Borylation Reactions
Author(s) -
Jana Anupam,
Trzybiński Damian,
Woźniak Krzysztof,
Grela Karol
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201704335
Subject(s) - borylation , metathesis , chemistry , catalysis , enantioselective synthesis , combinatorial chemistry , conjugate , copper , conjugated system , organic chemistry , polymerization , aryl , mathematics , polymer , mathematical analysis , alkyl
Highly stereoselective conjugate β‐borylation, using a new chiral NHC‐based copper catalyst, has been achieved. The chiral NHC copper complex was prepared in gram scale and showed high enantioselectivity and activity (up to 10 000 turnovers at 100 ppm of catalyst loading). This method was employed in the synthesis of a chiral β‐borylated ester from simple unconjugated alkenes though an unprecedented one‐pot cross metathesis‐asymmetric borylation sequence.