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Lewis Acid Catalyzed Formal [3+2] Cycloaddition of Donor‐Acceptor Cyclopropanes and 1‐Azadienes: Synthesis of Imine Functionalized Cyclopentanes and Pyrrolidine Derivatives
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2017-09-25 , DOI: 10.1002/adsc.201700744
Kamal Verma 1 , Prabal Banerjee 1
Affiliation  

Lewis acid catalyzed formal [3+2] cycloadditions of 1‐azadienes with donor acceptor cyclopropanes to synthesize varieties of imine functionalized cyclopentanes and pyrrolidine derivatives in moderate to high yield have been developed. Moreover, pharmaceutically relevant azabicyclo[3.2.1]octane, bearing two all‐carbon quaternary stereogenic centers at the bridgehead positions, has been synthesized by nosyl group deprotection and intramolecular amidation of imine functionalized cyclopentane derivative.

中文翻译:

路易斯酸催化供体-受体环丙烷和1-氮杂二烯的形式[3 + 2]环加成反应:亚胺官能化的环戊烷和吡咯烷衍生物的合成

已开发出路易斯酸催化的1-氮二烯与供体受体环丙烷的正式[3 + 2]环加成反应,以中等至高收率合成了亚胺官能化的环戊烷和吡咯烷衍生物。此外,已经通过鼻基基团脱保护和亚胺官能化的环戊烷衍生物的分子内酰胺化合成了药学上相关的氮杂双环[3.2.1]辛烷,其在桥头位置具有两个全碳四元立体异构中心。
更新日期:2017-09-25
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