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Radical Instability in Aid of Efficiency: A Powerful Route to Highly Functional MIDA Boronates
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2015-05-20 , DOI: 10.1021/jacs.5b03893 Béatrice Quiclet-Sire 1 , Samir Z. Zard 1
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2015-05-20 , DOI: 10.1021/jacs.5b03893 Béatrice Quiclet-Sire 1 , Samir Z. Zard 1
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The inability of the sp(3) boron in MIDA boronates to stabilize an adjacent radical makes possible the efficient addition of a wide array of xanthates to vinyl MIDA boronate, leading to highly functionalized and diverse aliphatic organoboron structures. The lack of radical stabilization also allows the exchange of the xanthate in the adducts with a bromine. In one case, the bromine was substituted to generate a cyclopropyl MIDA derivative.
中文翻译:
提高效率的根本不稳定性:通往高性能 MIDA 硼酸盐的强大途径
MIDA 硼酸盐中的 sp(3) 硼无法稳定相邻的自由基,这使得将多种黄原酸盐有效添加到乙烯基 MIDA 硼酸盐中成为可能,从而导致高度功能化和多样化的脂肪族有机硼结构。缺乏自由基稳定性还允许加合物中的黄原酸盐与溴交换。在一种情况下,溴被取代以生成环丙基 MIDA 衍生物。
更新日期:2015-05-20
中文翻译:
提高效率的根本不稳定性:通往高性能 MIDA 硼酸盐的强大途径
MIDA 硼酸盐中的 sp(3) 硼无法稳定相邻的自由基,这使得将多种黄原酸盐有效添加到乙烯基 MIDA 硼酸盐中成为可能,从而导致高度功能化和多样化的脂肪族有机硼结构。缺乏自由基稳定性还允许加合物中的黄原酸盐与溴交换。在一种情况下,溴被取代以生成环丙基 MIDA 衍生物。