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Practical Synthesis of High‐Performance Amino Tf‐Amide Organocatalysts for Asymmetric Aldol Reactions
Author(s) -
Lu Hanbin,
Lv Jiamin,
Zhou Canhua,
Kato Terumasa,
Liu Yan,
Maruoka Keiji
Publication year - 2020
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900730
Subject(s) - aldol reaction , chemistry , adduct , amide , organocatalysis , yield (engineering) , catalysis , enantioselective synthesis , organic chemistry , materials science , metallurgy
A type of optically pure secondary‐amino aromatic Tf‐amide organocatalysts can be easily prepared from commercially available L ‐hydroxyproline. The chemical behavior of these organocatalysts was investigated by the application to asymmetric aldol reactions. Among these, catalyst 2 a efficiently catalyzed direct asymmetric aldol reactions of cycloalkanones and substituted benzaldehydes, which afforded the corresponding aldol adducts in good yield with good to excellent anti ‐diastereo and enantioselectivity.