手性亚磷酸酯促进的 3-乙烯基吲哚和 -苯醌甲川的对映选择性多米诺反应：多取代 3-吲哚基环戊[]吲哚的不对称合成。
Enantioselective Domino Reaction of 3-Vinylindole and -Quinone Methides Enabled by Chiral Imidodiphosphoric Acids: Asymmetric Synthesis of Multisubstituted 3-Indolyl Cyclopenta[]indoles.
机构信息
College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun 130012, China.
出版信息
Org Lett. 2021 Jun 18;23(12):4876-4881. doi: 10.1021/acs.orglett.1c01600. Epub 2021 Jun 2.
The development of a stereoselective method for the rapid assembly of structurally complex molecules remains fascinating and challenging in synthetic organic chemistry. Here, we report an enantioselective domino reaction between 3-vinylindole and -quinone methide for the preparation of 3-indolyl cyclopenta[]indoles containing multiple chiral centers. Chiral imidodiphosphoric acids enable this cascade asymmetric process, delivering a series of products with excellent yields (≤99%), enantioselectivities (≤99%), and diastereoselectivities (≤20:1 dr).
在合成有机化学中，开发一种用于快速构建结构复杂分子的对映选择性方法仍然是令人着迷和具有挑战性的。在这里，我们报告了 3-乙烯基吲哚和 -醌甲硅烷之间的对映选择性串联反应，用于制备含有多个手性中心的 3-吲哚基环戊[]吲哚。手性亚氨基二膦酸使这个级联不对称过程成为可能，提供了一系列具有优异收率（≤99%）、对映选择性（≤99%）和非对映选择性（≤20:1 dr）的产物。
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