期刊
ORGANIC LETTERS
卷 19, 期 22, 页码 6104-6107出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02956
关键词
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资金
- MEXT, Japan [26248030]
- MEXT program for promoting the enhancement of research universities
- Grants-in-Aid for Scientific Research [26248030, 16K05778] Funding Source: KAKEN
The combination of diiodomethylboronate ester, CrCl2 with TMEDA promoted borylcyclopropanation of unactivated alkenes under mild conditions. Compared with the typical Simmons-Smith cyclopropanation, the current protocol offers the following advantages: (1) the reaction proceeds stereoselectively with disubstituted alkenes even without hydroxy or alkoxy groups; (2) both electron-rich and electron-deficient alkenes can be applicable; and (3) the reaction does not require potentially flammable alkylzinc. These unique reactivity features result from the steric and electronic nature of the gem-dichromiomethane intermediates.
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