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

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

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

Yao-Bin Shen et al. Org Lett. .

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.

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