Hydrohalogenation reaction of electron-deficient
allenes*
Shengming Ma**, Lintao Li, Qi Wei, Hexin Xie, Guangwei Wang,
Zhangjie Shi, and Junliang Zhang
Laboratory of Organometallic Chemistry, Shanghai Institute
of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai
200032, P. R. China
Abstract: The hydrohalogenation reactions of electron-deficient
allenes, such as 1,2-allenyl ketones, carboxylic acids, esters, amides,
nitriles, sulfoxides, sulfones, and phosphine oxides with MX in HOAc,
CF3COOH-HOAc, CF3COOH or AlCl3/H2O,
afforded b-halo-b,g-unsaturated
functionalized alkenes. The regioselectivity of the reaction could be
controlled by the reaction conditions.
*Lecture presented at the 13th International
Conference on Organic Synthesis (ICOS-13), Warsaw, Poland, 1-5 July
2000.
** Corresponding author
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