Journal
ORGANIC LETTERS
Volume 16, Issue 17, Pages 4650-4653Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol502258n
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Funding
- NNSFC [21272106, J1103307]
- Program for New Century Excellent Talents in University [NCET-13-0258]
- Changjiang Scholars and Innovative Research Team in University [IRT1138]
- 111 project
- Fundamental Research Funds for the Central Universities [lzujbky-2014-k03, lzujbky-2014-60, lzujbky-2013-ct02]
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A novel iminoxyl radical-involved metal-free approach to vicinal oxyoximation and aminooximation of unactivated alkenes is developed. This method utilizes the dichotomous reactivity of the iminoxyl radical to furnish a general difunctionalization on alkenes using simple tert-butyl nitrite (TBN) as the iminoxyl radical initiator as well the carbon radical trap. By using this protocol, oxime featured 4,5-dihydroisoxazoles and cyclic nitrones were facilely prepared from beta,gamma- and gamma,delta-unsaturated ketoximes, respectively.
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