Wu Xiang, Ding Du, Zhang Ying, Jiang Hua-Jie, Wang Tao, Zhao Li-Ping
Anhui Province Key Laboratory of Advanced Catalytic Materials and Reaction Engineering, School of Chemistry and Chemical Engineering, Hefei University of Technology, 193 Tunxi Road, Hefei 230009, China.
Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen 518055, China.
Chem Commun (Camb). 2021 Sep 23;57(76):9680-9683. doi: 10.1039/d1cc03568a.
We describe a catalytic asymmetric iminium ion cyclization reaction of simple 2-alkenylbenzaldimines using a BINOL-derived chiral -triflyl phosphoramide. The corresponding 1-aminoindenes and tetracyclic 1-aminoindanes are formed in good yields and high enantioselectivities. Further, the chemical utility of the obtained enantiopure 1-aminoindene is demonstrated for the asymmetric synthesis of ()-rasagiline.
我们描述了一种使用联萘酚衍生的手性三氟甲磺酸磷酰胺对简单的2-烯基苯甲醛亚胺进行催化不对称亚胺离子环化反应。相应的1-氨基茚和四环1-氨基茚满以良好的产率和高对映选择性生成。此外,所获得的对映体纯的1-氨基茚在()-雷沙吉兰的不对称合成中的化学实用性得到了证明。