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Catalyst‐Controlled Regioselective Synthesis of α‐Amino Oxime Esters from N ‐(Acyloxy)amides and 2 H ‐Azirines
Author(s) -
Wu Feifei,
Chen Wanzhi,
Liu Miaochang,
Wu Huayue
Publication year - 2018
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/ejoc.201801195
Subject(s) - chemistry , oxime , regioselectivity , catalysis , rhodium , atom economy , palladium , medicinal chemistry , organic chemistry
Palladium‐ and rhodium‐catalyzed selective reactions of 2 H ‐azirines and N ‐(acyloxy)amides leading to α‐amino oxime esters were described. The regioselectivities of the reactions are catalyst‐controlled, and two different α‐amino oxime esters were selectively obtained in high yields. These reactions involved the construction of new N–O and C–N bonds, which are characterized by 100 % atom economy, good to excellent yields, and mild reaction conditions.