One-Pot Dichotomous Construction of Inside-Azayohimban and Pro-Azayohimban Systems via an Enantioselective Organocatalytic Cascade; Their Use as a Model to Probe the (Aza-)Indole Local Solvent Environ
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- 作者：Van-Wei Yang ; Bor-Cherng Hong ; Hsin-Kai Kao ; Ting-Hsun Tu ; Jiun-Yi Shen ; Chi-Lin Chen ; Gene-Hsiang Lee ; Pi-Tai Chou
- 刊名：Organic Letters
- 出版年：2015
- 出版时间：December 4, 2015
- 年：2015
- 卷：17
- 期：23
- 页码：5816-5819
- 全文大小：329K
- ISSN：1523-7052
文摘
A one-pot enantioselective synthesis of 7-azaindole-octahydroisoquinolin-3-one and an inside-aza-yohimbane system containing five contiguous stereogenic centers with high enantioselectivities (>99% ee) was achieved. The prepared highly functionalized polycyclic system provides a model for probing the solvent catalyzed proton transfer reaction and mimicking the local environment of the tryptophan moiety in proteins.