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用于对映选择性水合脱芳构化反应的茚满醇基手性有机碘催化剂

Indanol-Based Chiral Organoiodine Catalysts for Enantioselective Hydrative Dearomatization.

作者信息

Hashimoto Takuya, Shimazaki Yuto, Omatsu Yamato, Maruoka Keiji

机构信息

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto, 606-8502, Japan.

Department of Chemistry, Graduate School of Science, Chiba University, 1-33, Yayoi, Inage, Chiba, 263-8522, Japan.

出版信息

Angew Chem Int Ed Engl. 2018 Jun 11;57(24):7200-7204. doi: 10.1002/anie.201803889. Epub 2018 May 15.

Abstract

Rapid development in the last decade has rendered chiral organoiodine(I/III) catalysis a reliable methodology in asymmetric catalysis. However, due to the severely limited numbers of effective organoiodine catalysts, many reactions still give low to modest enantioselectivity. We report herein a solution to this issue through the introduction of a pivotal indanol scaffold to the catalyst design. Our catalyst architecture exhibits the advantage of high modularity and thereby expedites catalyst optimization. The catalyst was optimized for the challenging and highly sought-after hydrative dearomatization of 2-substituted phenols at the 4-position.

摘要

在过去十年中,手性有机碘(I/III)催化迅速发展,已成为不对称催化中一种可靠的方法。然而,由于有效的有机碘催化剂数量极为有限,许多反应的对映选择性仍然较低或适中。我们在此报告一种解决此问题的方法,即将关键的茚满醇支架引入催化剂设计中。我们的催化剂结构具有高度模块化的优势,从而加快了催化剂的优化。该催化剂针对具有挑战性且备受关注的2-取代苯酚在4-位的水合脱芳构化反应进行了优化。

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