63340-01-2Relevant articles and documents
Mild Ring-Opening 1,3-Hydroborations of Non-Activated Cyclopropanes
Wang, Di,Xue, Xiao-Song,Houk, Kendall N.,Shi, Zhuangzhi
, p. 16861 - 16865 (2018/11/27)
The Brown hydroboration reaction, first reported in 1957, is the addition of B?H across an olefin in an anti-Markovnikov fashion. Here, we solved a long-standing problem on mild 1,3-hydroborations of non-activated cyclopropanes. A three-component system including cyclopropanes, boron halides, and hydrosilanes has been developed for borylative ring-opening of cyclopropanes following the anti-Markovnikov rule, under mild reaction conditions. Density functional theory (M06-2X) calculations show that the preferred pathway involves a cationic boron intermediate which is quenched by hydride transfer from the silane.
Reductive Cyclopropanations Catalyzed by Dinuclear Nickel Complexes
Zhou, You-Yun,Uyeda, Christopher
supporting information, p. 3171 - 3175 (2016/03/12)
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 N chelates afford comparatively low cyclopropane yields (≤20 %). These results constitute an entry into catalytic carbene transformations from oxidized methylene precursors.