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Synthesis of 2-Substituted Propenes by Bidentate Phosphine-Assisted Methylenation of Acyl Fluorides and Acyl Chlorides with AlMe3

Xiu Wang, Zhenhua Wang, Yuya Asanuma, Yasushi Nishihara*

*Research Institute for Interdisciplinary Science, Okayama University, 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan, Email:

X. Wang, Z. Wang, Y. Asanuma, Y. Nishihara, Org. Lett., 2019, 21, 3640-3643.

DOI: 10.1021/acs.orglett.9b01059 (free Supporting Information)

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The bidentate phosphine DPPM mediates an efficient methylenation of acyl fluorides and acyl chlorides substituted with aryl, alkenyl, and alkyl groups with trimethylaluminum to provide various 2-substituted propene derivatives.

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Key Words

terminal olefins

ID: J54-Y2019