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Chemoselective Synthesis of Z ‐Olefins through Rh‐Catalyzed Formate‐Mediated 1,6‐Reduction
Author(s) -
Dada Raphael,
Wei Zhongyu,
Gui Ruohua,
Lundgren Rylan J.
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201800361
Subject(s) - electrophile , stereoselectivity , formic acid , chemistry , catalysis , formate , medicinal chemistry , functional group , organic chemistry , combinatorial chemistry , polymer
Z ‐olefins are important functional units in synthetic chemistry; their preparation has thus received considerable attention. Many prevailing methods for cis ‐olefination are complicated by the presence of multiple unsaturated units or electrophilic functional groups. In this study, Z ‐olefins are delivered through selective reduction of activated dienes using formic acid. The reaction proceeds with high regio‐ and stereoselectivity (typically >90:10 and >95:5, respectively) and preserves other alkenyl, alkynyl, protic, and electrophilic groups.