OALib Journal期刊
环状烯酮与环状1-氮杂二烯的非对映及对映选择性[4+2]环加成反应
DOI: 10.6023/A14040294
Keywords: 有机胺催化 ,[4+2]环加成 ,对映选择性 ,非对映选择性 ,非对映选择性反转 ,环状烯酮 ,1-氮杂二烯
Abstract:
有机胺能催化环状烯酮化合物在多个位点发生不对称合成反应.最近，我们发展了手性伯胺催化β-取代2-环戊烯酮与从糖精衍生的1-氮杂二烯的α’，γ-区域选择性的[5+3]形式环加成反应.这里我们将报道采用β-取代2-环己烯酮或β-未取代2-环戊烯酮时，在手性伯胺催化下却与相同1-氮杂二烯发生完全不同的α’，β-区域选择性的不对称[4+2]环加成反应，生成高度官能团化的手性[2.2.2]或[2.2.1]桥环骨架结构.重要的是利用不同类型的手性伯胺催化剂能够实现非对映选择性的反转，分别制备高立体选择性的endo-或exo-环加成产物.
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