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有机催化去芳构化[4 + 2]环加成反应:生物质衍生的 2,5-二甲基呋喃与邻醌甲醚的反应:多取代色满的合成

Organocatalytic Dearomative [4 + 2] Cycloadditions of Biomass-Derived 2,5-Dimethylfuran with ortho-Quinone Methides: Access to Multisubstituted Chromanes.

机构信息

College of Chemistry and Pharmaceutical Sciences , Qingdao Agricultural University , Qingdao 266109 , China.

College of Chemical and Environmental Engineering , Shandong University of Science and Technology , Qingdao 266590 , China.

出版信息

Org Lett. 2018 Oct 5;20(19):6069-6073. doi: 10.1021/acs.orglett.8b02448. Epub 2018 Sep 13.

Abstract

The organocatalytic dearomative [4 + 2] cycloadditions of biomass-derived 2,5-dimethylfuran with ortho-quinone methides were developed, affording two diffferent types of multisubstituted chromanes in high yields and excellent diastereoselectivities. The controllable synthesis of these two types of multisubstituted chromanes could be achieved by succinctly varying the reaction conditions.

摘要

生物质衍生的 2,5-二甲基呋喃与邻醌甲醚的有机催化去芳构化[4+2]环加成反应被开发出来,以高产率和优异的非对映选择性得到了两种不同类型的多取代色满。通过简洁地改变反应条件,可以可控地合成这两种类型的多取代色满。

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