Enantioselective synthesis of 1-aminoindene derivatives via asymmetric Brønsted acid catalysis,Chemical Communications

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Enantioselective synthesis of 1-aminoindene derivatives via asymmetric Brønsted acid catalysis
Chemical Communications ( IF 4.3 ) Pub Date : 2021-08-24 , DOI: 10.1039/d1cc03568a
Xiang Wu _{1,

2} , Du Ding ₃ , Ying Zhang ₃ , Hua-Jie Jiang ₃ , Tao Wang ₁ , Li-Ping Zhao ₁

Affiliation

We describe a catalytic asymmetric iminium ion cyclization reaction of simple 2-alkenylbenzaldimines using a BINOL-derived chiral N-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 (S)-rasagiline.

中文翻译：

通过不对称布朗斯台德酸催化对映选择性合成 1-氨基茚衍生物

我们描述了使用 BINOL 衍生的手性N-三氟甲基磷酰胺的简单 2-烯基苯甲醛二亚胺的催化不对称亚胺离子环化反应。相应的 1-氨基茚和四环 1-氨基茚以良好的产率和高对映选择性形成。此外，所获得的对映体纯 1-氨基茚的化学效用被证明用于 ( S )-雷沙吉兰的不对称合成。

更新日期：2021-09-06

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