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Organocatalyst‐promoted Diastereoselective and Enantioselective Michael Addition/Hemiketalization Reaction between Hydroxymaleimide and Quinone
Author(s) -
Xiang Min,
Li ChenYi,
Zhang Jian,
Zou Ying,
Huang ZhiCheng,
Li WenSheng,
Wang Yi,
Tian Fang,
Wang LiXin
Publication year - 2021
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.202100291
Subject(s) - chemistry , enantioselective synthesis , michael reaction , organocatalysis , succinimide , quinone , catalysis , organic chemistry , combinatorial chemistry
An organocatalyst promoted diastereoselective and enantioselective Michael addition/hemiketalization reaction between hydroxymaleimides and quinones has been demonstrated. The catalytic protocol allows for the efficient and mild synthesis of a broad range of new and versatile dihydrobenzofurans containing chiral hemiketal and succinimide frameworks from readily available starting materials in moderate to excellent yields (up to 95%) with good to excellent enantioselectivities (up to 95 : 5 er) and diastereoselectivities (all with at least 99 : 1 dr).