Asymmetric Synthesis of Cyclic Indole Aminals via 1,3-Stereoinduction
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- 作者：Hongmei Li ; Cheng-yi Chen ; Hoa Nguyen ; Ryan Cohen ; Peter E. Maligres ; Nobuyoshi Yasuda ; Ian Mangion ; Ilia Zavialov ; Mikhail Reibarkh ; John Y. L. Chung
- 刊名：Journal of Organic Chemistry
- 出版年：2014
- 出版时间：September 19, 2014
- 年：2014
- 卷：79
- 期：18
- 页码：8533-8540
- 全文大小：453K
- ISSN：1520-6904
文摘
A general and efficient asymmetric synthesis of cyclic indoline aminals was developed with a high level of 1,3-stereoinduction through a dynamic crystallization-driven condensation. Dehydrogenation of the indoline aminals with potassium permanganate produced the corresponding cyclic indole aminals in high yields and excellent enantioselectivities. This general methodology was successfully applied to the synthesis of a wide variety of chiral cyclic indoline aminals and indole aminals with aromatic and aliphatic functional groups.