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Access to Stereodefined Multifunctionalized β, γ‐Unsaturated Ketones via Chemo‐, Regio‐ and Diastereoselective Copper‐Catalyzed Diborylation of Cross‐Conjugated Enynones †
Author(s) -
Zhang Shuai,
Duan Xinhua,
Li Pengfei
Publication year - 2021
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.202000475
Subject(s) - chemistry , conjugated system , catalysis , regioselectivity , copper , selectivity , substrate (aquarium) , combinatorial chemistry , organic chemistry , oceanography , polymer , geology
Main observation and conclusion Stereodefined β,γ‐unsaturated carbonyl compounds are important yet synthetically challenging units in natural products and drugs. Disclosed herein is a mild, rapid copper‐catalyzed diborylation reaction of cross‐conjugated enynones as a step‐economic and modular approach to stereodefined multifunctionalized β,γ‐unsaturated ketones by fine control of chemo‐, regio‐, Z / E and diastereoselectivity. The substrate scope was examined and a possible catalytic cycle was proposed to explain the multifaceted selectivity.