282524-11-2Relevant academic research and scientific papers
Chirality transfer in the ene-reactions of 3-{2-(2s)-[2-(substituted)vinyl]pyrrolidin-1-yl}-2-(substituted)acrolein derivatives
Noguchi,Matsushita,Takamura,Uchida,Kakehi,Shiro,Yamamoto
, p. 8489 - 8493 (2000)
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. (C) 2000 Elsevier Science Ltd.
Stereoselective azepine-ring formation through ene reactions of 3-(alk- 2-enyl)amino-2-cyanoacrolein derivatives
Noguchi, Michihiko,Yamada, Hisashi,Takamura, Shinji,Uchida, Takehiko,Hironaka, Mitsuko,Kakehi, Akikazu,Yamamoto, Hidetoshi
, p. 1489 - 1496 (2007/10/03)
The reaction of 3-[N-(alk-2-enyl)benzylamino]-2-cyanoacroleins 9 with primary amines 12 and 13 gave 4,5-dihydro-1H-azepines 14 and 15 stereoselectively, through an intramolecular ene reaction of the imine derivatives of 9. Similarly, carbonyl-ene reaction
