Reductive Cyclopropanations Catalyzed by Dinuclear Nickel Complexes

被引:75
作者
Zhou, You-Yun [1 ]
Uyeda, Christopher [1 ]
机构
[1] Purdue Univ, Dept Chem, 560 Oval Dr, W Lafayette, IN 47907 USA
关键词
alkenes; carbene transfer; cyclopropanation; nickel catalysis; reductive cycloaddition; SIMMONS-SMITH CYCLOPROPANATION; ALLYLIC ALCOHOLS; ASYMMETRIC CYCLOPROPANATION; ALKYL-HALIDES; CHIRAL LIGAND; ALKENES; DISULFONAMIDE; CHLORIDE; COPPER;
D O I
10.1002/anie.201511271
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Dinuclear Ni complexes supported by naphthyridine-diimine (NDI) ligands catalyze the reductive cyclopropanation of alkenes with CH2Cl2 as the methylene source. The use of mild terminal reductants (Zn or Et2Zn) confers significant functional-group tolerance, and the catalyst accommodates structurally and electronically diverse alkenes. Mononickel catalysts bearing related Nchelates afford comparatively low cyclopropane yields (20%). These results constitute an entry into catalytic carbene transformations from oxidized methylene precursors.
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收藏
页码:3171 / 3175
页数:5
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