Study of the intramolecular cyclization of N-methyl-3-phenyl-N-(2-(E)-phenylethenyl)-trans(cis)-oxiranecarboxamide--syntheses of Homoclausenamide and Dehydroclausenamide.
Homoclausenamide was synthesized for the first time, and the intramolecular cyclization study of N-methyl-3-phenyl-N-(2-(E)-phenylethenyl)-trans(cis)-oxiranecarboxamide well demonstrated how the stereochemistry affects the cyclization paths.
Ma
Nianchun
N
Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050, China. manianch@yahoo.com
Wu
Kemei
K
Huang
Liang
L
D000577:Amides / Q000737:chemistry*; D003500:Cyclization; D005027:Ethylene Oxide / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry; D017705:Lignans / Q000138:chemical synthesis* / Q000737:chemistry; D008745:Methylation; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D000577:Amides; D007769:Lactams; D017705:Lignans; C053048:clausenamide; D006859:Hydrogen; D005027:Ethylene Oxide