Highly Regio- and Enantioselective Vicinal Dihalogenation of Allyl Amides.

Autor:	Soltanzadeh B; Department of Chemistry, Michigan State University , East Lansing, Michigan 48824, United States., Jaganathan A; Dow Agrosciences LLC , 9330 Zionsville Road, Indianapolis, Indiana 46268, United States., Yi Y; Department of Chemistry, Michigan State University , East Lansing, Michigan 48824, United States., Yi H; Department of Chemistry, Michigan State University , East Lansing, Michigan 48824, United States., Staples RJ; Department of Chemistry, Michigan State University , East Lansing, Michigan 48824, United States., Borhan B; Department of Chemistry, Michigan State University , East Lansing, Michigan 48824, United States.
Jazyk:	angličtina
Zdroj:	Journal of the American Chemical Society [J Am Chem Soc] 2017 Feb 15; Vol. 139 (6), pp. 2132-2135. Date of Electronic Publication: 2017 Feb 03.
DOI:	10.1021/jacs.6b09203
Abstrakt:	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.
Databáze:	MEDLINE
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