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Asymmetric Phosphine‐Catalyzed [4+1] Annulations of o ‐Quinone Methides with MBH Carbonates
Author(s) -
Zhou Tao,
Xia Tong,
Liu Zhenli,
Liu Lu,
Zhang Junliang
Publication year - 2018
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.201801152
Subject(s) - chemistry , phosphine , enantioselective synthesis , annulation , catalysis , quinone , combinatorial chemistry , organic chemistry , organocatalysis
Chiral dihydrobenzofuran units are frequently present in molecules with significant biological and pharmaceutical activities. Herein, we present the first enantioselective formal [4+1] annulation of Morita‐Baylis‐Hillman carbonates with o ‐quinone methides ( o ‐QMs) catalyzed by a newly designed chiral phosphine catalyst. Under the mild and eco‐friendly conditions, a wide range of polysubstituted dihydrobenzofurans were obtained in good yields with excellent enantioselectivities.