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Rhodium‐Catalyzed Chemo‐ and Enantioselective Hydrogenation of Alkynyl‐Aryl Hydrazones
Author(s) -
Fan Dongyang,
Hu Yanhua,
Jiang Feng,
Zhang Zhenfeng,
Zhang Wanbin
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.201800243
Subject(s) - chemistry , rhodium , enantioselective synthesis , aryl , catalysis , propargyl , combinatorial chemistry , asymmetric hydrogenation , substrate (aquarium) , organic chemistry , benzoic acid , alkyl , oceanography , geology
As an update of our continuous interest in the hydrogenation of hydrazones, a chemo‐ and enantioselective hydrogenation of alkynyl‐aryl hydrazones was developed using a rhodium complex [Rh(( R , Sp )‐JosiPhos)(cod)]SbF 6 as the catalyst and benzoic acid as an additive. Directed by a p ‐nitrobenzamido group, the chiral propargyl hydrazines, which can be easily converted to chiral propargylamines of significant importance and potential use, were obtained with good yields, excellent chemoselectivities and good to excellent enantioselectivities. Although the enantioselectivity of the reaction and the substrate/catalyst ratio require further refinement, the reported methodology provides an alternative route for the efficient preparation of chiral propargylamines.