Journal of Organic Chemistry p. 709 - 713 (1992)
Update date:2022-09-26
Topics:
Ma, Shengming
Lu, Xiyan
Li, Zhigang
2-Propynoic acid and its derivatives are hydrohalogenated regio- and stereospecifically by reaction with lithium halides in acetic acid, or preferably with 1 equiv of acetic acid in refluxing CH3CN, to afford the thermodynamically unfavorable (Z)-3-halopropenoic acids and their derivatives as sole products.A rationale for the regio- and stereospecifity is briefly discussed.
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