Literature DB >> 33331137

Rhodium-Catalyzed Enantioselective Synthesis of β-Amino Alcohols via Desymmetrization of gem-Dimethyl Groups.

Bingxian Liu1, Pengfei Xie1, Jie Zhao1, Juanjuan Wang1, Manman Wang1, Yuqin Jiang1, Junbiao Chang1, Xingwei Li1,2.   

Abstract

Desymmetrization of gem-dimethyl groups en route to the rhodium(III)-catalyzed enantioselective sp3 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.
© 2020 Wiley-VCH GmbH.

Entities:  

Keywords:  amidation; desymmetrization; rhodium; α-methyl stereocenter; β-amino alcohol

Year:  2021        PMID: 33331137     DOI: 10.1002/anie.202014080

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  1 in total

1.  Asymmetric synthesis of aryl/vinyl alkyl carbinol esters via Ni-catalyzed reductive arylation/vinylation of 1-chloro-1-alkanol esters.

Authors:  Deli Sun; Xianghua Tao; Guobin Ma; Jifen Wang; Yunrong Chen
Journal:  Chem Sci       Date:  2022-06-27       Impact factor: 9.969

  1 in total

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