Catalytic Asymmetric [8+2] Cycloaddition for the Construction of Cycloheptatriene-Fused Pyrrolidin-3,3’-Oxindoles

Ming‐Sheng Xie, Xiao‐Xia Wu, Gang Wang, Lili Lin, Xiaoming Feng

Acta Chimica Sinica · 2014 · 50 citations · 0 references

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Abstract

设计了azaheptafulvenes作为偶极子与N-Boc-3-烯基吲哚酮反应,用来构建螺环[吡咯烷-3,3’-吲哚酮]衍生物. 在1 mol%手性氮氧-Ni(Ⅱ)配合物催化剂条件下,该不对称[8+2]环加成反应以高的收率(90%~99%收率),好的非对映选择性(高达97:3 dr)和优异的对映选择性(92%~99% ee)得到手性环庚三烯并螺环[吡咯烷-3,3'-吲哚酮]衍生物.