Hydromethylation of Unactivated Olefins

被引:144
作者
Dao, Hai T. [1 ]
Li, Chao [1 ]
Michaudel, Quentin [1 ]
Maxwell, Brad D. [2 ]
Baran, Phil S. [1 ]
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[2] Bristol Myers Squibb, Discovery Chem Platforms Radiochem, Princeton, NJ 08543 USA
关键词
COBALT-CATALYZED HYDROHYDRAZINATION; OXIDATION-REDUCTION HYDRATION; MN-III CATALYST; ALPHA; BETA-UNSATURATED KETONES; GIBBERELLIC-ACID; MOLECULAR-OXYGEN; PHENYLSILANE; ALKENES; COMPLEX; BIS(ACETYLACETONATO)COBALT(II);
D O I
10.1021/jacs.5b05144
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A solution to the classic unsolved problem of olefin hydromethylation is presented. This highly chemoselective method can tolerate labile and reactive chemical functionalities and uses a simple set of reagents. An array of olefins, including mono-, di-, and trisubstituted olefins, are all smoothly hydromethylated. This mild protocol can be used to simplify the synthesis of a specific target or to directly edit complex natural products and other advanced materials. The method is also amenable to the simple installation of radioactive and stable labeled methyl groups.
引用
收藏
页码:8046 / 8049
页数:4
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