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Pd/Zn Co‐catalyzed Asymmetric Ring‐Opening Reactions of Aza/Oxabicyclic Alkenes with Oximes
Author(s) -
Shen Guoli,
Khan Ruhima,
Yang Fan,
Yang Yong,
Pu Dongdong,
Gao Yang,
Zhan Yong,
Luo Yang,
Fan Baomin
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800569
Subject(s) - chemistry , nucleophile , catalysis , substrate (aquarium) , ring (chemistry) , enantioselective synthesis , ligand (biochemistry) , medicinal chemistry , reaction conditions , combinatorial chemistry , organic chemistry , stereochemistry , biochemistry , oceanography , receptor , geology
An application of various oximes as nucleophiles in the asymmetric ring‐opening (ARO) reaction of aza/oxabicyclic alkenes resulting in cis ‐ARO products has been developed. The reaction was co‐catalyzed by Pd(OAc) 2 and Zn(OTf) 2 with ( R )‐DIFLUORPHOS as the chiral ligand. This methodology exhibits broad substrate scope, functional group tolerance with high enantioselectivity. A synthetic application of this method has been demonstrated.