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Rhodium‐Catalyzed Enantioselective Synthesis of β‐Amino Alcohols via Desymmetrization of gem ‐Dimethyl Groups
Author(s) -
Liu Bingxian,
Xie Pengfei,
Zhao Jie,
Wang Juanjuan,
Wang Manman,
Jiang Yuqin,
Chang Junbiao,
Li Xingwei
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202014080
Subject(s) - desymmetrization , enantioselective synthesis , rhodium , chemistry , catalysis , steric effects , alcohol , reactivity (psychology) , substrate (aquarium) , reagent , organic chemistry , functional group , oxime , stereochemistry , medicine , oceanography , alternative medicine , polymer , pathology , geology
Desymmetrization of gem ‐dimethyl groups en route to the rhodium(III)‐catalyzed enantioselective sp 3 C−H amidation is reported. Synthetically important β‐amino alcohol derivatives were accessed in moderate to good yields and high enantioselectivity. The high enantioselectivity is enabled by an appropriate oxime directing group, sterically biased gem ‐groups in the C−H substrate, and high reactivity of the amidating reagent.