Catalytic Asymmetric Diels-Alder Reaction of 2'-Hydroxychalcone as a Dienophile with a VANOL-Borate Ester Complex

2'-羟基查尔酮作为亲二烯体与香草醇-硼酸酯络合物的催化不对称Diels-Alder反应

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作者:Xia Li ,Wen-Xiang Liu ,Cong-Cong Wang ,Jin-Xia Wei ,Yu-Qiang Wu ,Ze-Yun Xiao ,Kai Li ,Ya-Xiao Li ,Ling-Zhi Li

Abstract

Numerous flavonoid Diels-Alder-type natural products have been isolated and received great attention from the synthetic community. Herein, we reported a catalytic strategy for an asymmetric Diels-Alder reaction of 2'-hydroxychalcone with a range of diene substrates using a chiral ligand-boron Lewis acid complex. This method enables the convenient synthesis of a wide range of cyclohexene skeletons in excellent yields with moderate to good enantioselectivities, which is critical to prepare natural product congeners for further biological studies.

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