摘要/Abstract
设计了一例α,β-不饱和烯醛与含有双亲核活性中心的α-酮酰胺不对称有机催化高选择性的Michael-hemiamina-lization-hemiacetalization串联反应,并以高收率(up to 97%)、优异的对映选择性和非对映选择性(up to > 99% ee,>20:1 dr)获得一系列具有两个顺式手性中心的二环己内酰胺化合物.
关键词: 不对称合成, Michael-hemiaminalization-hemiacetalization反应, 二环己内酰胺
A novel enantioselective organocatalytic cascade Michael-hemiaminalization-hemiacetalization reaction of α,β-unsaturated aldehydes with α-ketoamides as binucleophiles has been developed. A series of chiral functionalized bicyclic lactams with two cis contiguous stereogenic centers have been synthesized in up to 97% yield with up to >20:1 dr and up to >99% ee.
Key words: asymmetric synthesis, Michael-hemiaminalization-hemiacetalization reaction, bicyclic lactam
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