Synthesis and highly enantioselective hydrogenation of exocyclic enamides: (Z)-3-arylidene-4-acetyl-3,4-dihydro-2H- 1,4-benzoxazines.
Highly enantioselective hydrogenation of exocyclic enamides, (Z)-3-arylidene-4-acyl-3,4-dihydro-2H-benzoxazines, was achieved in up to 98.6% ee by using Rh/(R,R)-Me-Duphos complex as the catalytic system. The absolute configuration of the product was assigned as R by chemical interrelations.
Zhou
Yong-Gui
YG
Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, The People's Republic of China. ygzhou@dicp.ac.cn
Yang
Peng-Yu
PY
Han
Xiu-Wen
XW
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006865:Hydrogenation; D008968:Molecular Conformation; D010078:Oxazines / Q000138:chemical synthesis*; D013237:Stereoisomerism
D000577:Amides; D010078:Oxazines