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Enantioselective Trapping of Pd-Containing 1,5-Dipoles by Photogenerated Ketenes: Access to 7-Membered Lactones Bearing Chiral Quaternary Stereocenters

Yi Wei, Song Liu, Miao-Miao Li, Yi Li, Yu Lan, Liang-Qiu Lu*, Wen-Jing Xiao*

*College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan 430079, China, Email: luliangqiumail.ccnu.edu.cn, wxiaomail.ccnu.edu.cn

Y. Wei, S. Liu, M.-M. Li, Y. Li, Y. Lan, L.-Q. Lu, W.-J. Xiao, J. Am. Chem. Soc., 2019, 141, 133-137.

DOI: 10.1021/jacs.8b12095 (free Supporting Information)


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Abstract

The merger of photoactivation and asymmetric Pd catalysis enables an enantioselective [5+2] cycloaddition of vinylethylene carbonates and α-diazoketones to provide 7-membered lactones bearing challenging chiral quaternary stereocenters.


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Key Words

lactones, O-heterocycles


ID: J48-Y2019