Raising the Ceiling of Diastereoselectivity in Hydrogen Transfer on Acyclic Radicals

I Denissova, L Maretti, BC Wilkes…

文献索引：Denissova, Irina; Maretti, Luca; Wilkes, Brian C.; Scaiano; Guindon, Yvan Journal of Organic Chemistry, 2009 , vol. 74, # 6 p. 2438 - 2446

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被引用次数: 7

摘要

We report here that the monodentate complexation of Me2AlCl to an ester group significantly enhances the selectivity of hydrogen transfer on acyclic radicals flanked by both an ester functionality and a stereogenic center, leading to C-2, C-3-anti products with high diastereoselectivity. In certain cases improved ratios were obtained using bulkier aluminum Lewis acid such as MAD (methylaluminum-di (di-2, 6-tert-butyl-4-methylphenoxide). ...