Catalyst‐Controlled Regioselective Synthesis of α‐Amino Oxime Esters from N‐(Acyloxy)amides and 2H‐Azirines. Issue 40 (12th October 2018)

• Record Type: Journal Article
• Authors: Wu, Feifei; Chen, Wanzhi; Liu, Miaochang; Wu, Huayue
• Is Part Of: European journal of organic chemistry. Issue 40(2018)
• Page Start: 5553
• Page End: 5557
• Publication Date: 2018-10-12
• Subjects: Small ring systems -- Strained molecules -- Synthetic methods -- Homogeneous catalysis -- Palladium -- Rhodium; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201801195
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : 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. Abstract : Palladium‐ and rhodium‐catalyzed selective reactions of 2 H ‐azirines and N ‐(acyloxy)amides leading to α‐amino oxime esters were described. The regioselectivity is catalyst‐controlled, and two different α‐amino oxime esters were chemoselectively obtained in high yields.