Highly Regio- and Enantioselective Vicinal Dihalogenation of Allyl Amides

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• 作者：Bardia Soltanzadeh ; Arvind Jaganathan ; Yi Yi ; Hajoon Yi ; Richard J. Staples ; Babak Borhan
• 刊名：Journal of the American Chemical Society
• 出版年：2017
• 出版时间：February 15, 2017
• 年：2017
• 卷：139
• 期：6
• 页码：2132-2135
• 全文大小：399K
• ISSN：1520-5126

文摘

We report a highly regio-, diastereo- and enantioselective vicinal dihalogenation of allyl amides. E- and Z-alkenes with both aryl and alkyl substituents were compatible with this chemistry. This is the result of exquisite catalyst controlled regioselectivity enabling use of electronically unbiased substrates. The reaction employs commercially available catalysts and halenium sources along with cheap inorganic halide salts to affect this transformation. A preliminary effort to extend this chemistry to heterodihalogenation is also presented.