Synthetic Study of Nitrogen Containing Compounds Based on New Reaction Mechanisms Using Alkynyl Imines as Starting Material

以手性磷酸为催化剂，对炔基亚胺为原料合成的亚胺基环丁烯酮进行了不对称还原反应，得到了高对映选择性的手性氨基环丁烯酮。手性氨基环丁烯酮在适当的胺存在下进行热重排，分别得到高非对映选择性和高对映选择性的手性顺式或反式β-内酰胺。此外，亚氨基环丁烯酮的热重排以高产率得到4-喹诺酮。

Chiral phosphoric acid catalyzed enantioselective reduction of iminocyclobutenones prepared from alkynyl imines was carried out to give the chiral aminocyclobutenones with high enantioselectivities. Thermal rearrangement of chiral aminocyclobutenones in the presence of appropriate amines proceeded to afford the chiral cis- ortrans-β-lactams with high diastereo- and enantioselectivities, respectively. Moreover, thermal rearrangement of iminocyclobutenones gave the 4-quinolones in high yields.