Asymmetric aza-Diels-Alder and Cation-olefin Cyclization Sequence: a Concise Way to Fused Chiral Cyclopenta[b]piperidines

作者：Li Qing Zhu; Ma Lei; Dong Lin; Chen Ying Chun^*

来源：ChemCatChem, 2012, 4(8): 1139-1142.

DOI：10.1002/cctc.201200020

• asymmetric organocatalysis
• aza-diels-alder
• cation-olefin
• cyclopenta[b]piperidine
• hemiaminal

An asymmetric aza-DielsAlder and cationolefin cyclization sequence has been developed to construct cyclopenta[b]piperidine skeletons with moderate yields and excellent stereoselectivities, by employing 5-enals and N-Ts-1-aza-1,3-butadienes as the starting materials. A designed domino cationolefin/FriedelCrafts reaction verified that the cyclization of N-Ts iminium ion underwent a stepwise cationic process.

• 出版日期2012-8
• 单位四川大学