Palladium‐Catalyzed Enantioselective [4+2] Cycloaddition of 4‐Vinylbenzodioxinones with Barbiturate‐Derived Alkenes: Con‐struction of Chiral Spirobarbiturate−Chromanes

Author:

Tang Yi1,Huang Mingxia1,Ding Siyuan1,Liu Xinyao1,Huyang Xiaochun1,Wang Bo2,Guo Hongchao1ORCID

Affiliation:

1. Department of Chemistry and Innovation Center of Pesticide Research China Agricultural University 2 West Yuanmingyuan Road Beijing 100193, P. R. China

2. Institute of Food Science and Technology Chinese Academy of Agricultural Sciences Beijing 100193 P. R. China

Abstract

AbstractIn this paper, Pd‐catalyzed [4+2] decarboxylative cycloaddition of 4‐vinylbenzodioxinones with barbiturate‐derived alkenes has been developed, leading to various spirobarbiturate−chromane derivatives in high yields with excellent diastereo‐ and enantioselectivities. The scale‐up reaction and further derivation of the product were demonstrated. A plausible reaction mechanism was also proposed.

Funder

National Natural Science Foundation of China

Publisher

Wiley

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