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Rapid Construction of Polycyclic Ketones and the Divergent Kinetic Resolution Using Ruthenium‐Catalyzed Transfer Hydrogenation
Author(s) -
Lan Shouang,
Zhang Hao,
Chen Zhizhou,
Yang Shuang,
Fang Xinqiang
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202001594
Subject(s) - ruthenium , chemistry , transfer hydrogenation , catalysis , kinetic resolution , cascade , michael reaction , ring (chemistry) , combinatorial chemistry , resolution (logic) , enantioselective synthesis , organic chemistry , computer science , chromatography , artificial intelligence
A unique cascade sequence of vinylogous Michael addition‐Michael addition‐oxa‐Michael addition using dienone substrates was reported for the first time, achieving the rapid construction of 5/6/5 fused ring compounds in good yields with good to high stereoselectivities under mild conditions. Enantioenriched polycyclic rings can be obtained with high level of enantioselectivity by the stereodivergent resolution using ruthenium‐catalyzed transfer hydrogenation. The protocol provides a concise approach for the construction of the related fused ring substances.