Construction of Quaternary Carbon Center by Catalytic Asymmetric Alkylation of 3‐Arylpiperidin‐2‐ones Under Phase‐Transfer Conditions | Zendy

Inukai Tomoaki | Zendy; Kano Taichi | Zendy; Maruoka Keiji | Zendy

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Construction of Quaternary Carbon Center by Catalytic Asymmetric Alkylation of 3‐Arylpiperidin‐2‐ones Under Phase‐Transfer Conditions

Author(s) -

Inukai Tomoaki,

Kano Taichi,

Maruoka Keiji

Publication year - 2020

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201913518

Subject(s) - alkylation , enantioselective synthesis , quaternary carbon , chemistry , catalysis , yield (engineering) , carbon fibers , phase (matter) , nitrogen atom , carbon atom , nitrogen , group (periodic table) , combinatorial chemistry , organic chemistry , materials science , ring (chemistry) , composite number , metallurgy , composite material

A highly enantioselective synthesis of δ‐lactams having a chiral quaternary carbon center at the α‐position has been developed through an asymmetric alkylation of 3‐arylpiperidin‐2‐ones under phase‐transfer conditions. In this transformation, a 2,2‐diarylvinyl group on the δ‐lactam nitrogen atom plays a crucial role as a novel protecting group and an achiral auxiliary for improving both yield and enantioselectivity of the reaction.

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