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Iridium‐Catalyzed Enantioselective C(sp 3 )–H Borylation of Cyclobutanes
Author(s) -
Chen Xiang,
Chen Lili,
Zhao Hongliang,
Gao Qian,
Shen Zhenlu,
Xu Senmiao
Publication year - 2020
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.202000240
Subject(s) - borylation , chemistry , cyclobutanes , enantioselective synthesis , iridium , stereocenter , catalysis , denticity , stereochemistry , combinatorial chemistry , ligand (biochemistry) , medicinal chemistry , organic chemistry , metal , cycloaddition , biochemistry , aryl , alkyl , receptor
Summary of main observation and conclusion We herein report the first example of iridium‐catalyzed enantioselective C(sp 3 )–H borylation of cyclobutanes using benzoxazoline as the directing group. The combination of a chiral bidentate boryl ligand and an iridium precursor has found to effectively catalyze C(sp 3 )–H borylation to afford a variety of cyclobutylboronates with good to excellent enantioselectivities. We also demonstrate the synthetic utility of the current method by converting the stereogenic C—B bond to other functionalities.