Author/Authors :
Noguchi، نويسنده , , Michihiko and Matsushita، نويسنده , , Ryo and Takamura، نويسنده , , Shinji and Uchida، نويسنده , , Takehiko and Kakehi، نويسنده , , Akikazu and Shiro، نويسنده , , Motoo and Yamamoto، نويسنده , , Hidetoshi، نويسنده ,
Abstract :
Ene-reactions of 3-{2-(2S)-[2-(substituted)vinyl]pyrrolidin-1-yl}-2-(substituted)acrolein derivatives 5, 8, 13, and 16 have been described. Carbonyl-ene reaction of 5 and 16 and imine-ene reaction of 8 proceeded in a highly selective manner to lead to azepine derivatives 6 and 17, and 9, respectively. The chirality of the starting acroleins was transferred almost perfectly to the azepine-ring through the ene reactions.
Keywords :
azepines , Enantioselection , ene reactions , cyclization