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The Vinylogous Michael Reaction – A Novel Perspective for Biaryl Synthesis
Author(s) -
Christoffers Jens,
Mann Alexander
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199910)1999:10<2511::aid-ejoc2511>3.0.co;2-3
Subject(s) - chemistry , michael reaction , tautomer , yield (engineering) , sequence (biology) , acceptor , catalysis , organic chemistry , combinatorial chemistry , biochemistry , materials science , physics , metallurgy , condensed matter physics
Abstract Dienol tautomers 2 of 2‐acceptor‐substituted cycloalkenones 1 undergo an iron(III)‐catalyzed reaction sequence – formally a vinylogous Michael reaction – with benzoquinone derivatives 5 to yield products 6 , 7 and 9 , which are easily converted into highly functionalized biaryl compounds.