期刊
ORGANIC LETTERS
卷 22, 期 9, 页码 3576-3580出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01017
关键词
-
资金
- Science and Engineering Research Board (SERB), DST, New Delhi [EMR/2016/002485/OC]
- Council of Scientific and Industrial Research, CSIR [09/1095(0032)/18-EMRI]
A tandem amidation/epoxidation sequence between various substituted chalcones and N,N-dimethylformamide (DMF) for the synthesis of trisubstituted epoxides employing N-heterocyclic carbene catalysis was developed. This reaction was performed under metal-free conditions in the presence of tert-butyl hydroperoxide (TBHP) as the oxidant. Trisubstituted epoxides bearing a ketone and an amide functionality (N,N-dimethyl formyl group) were synthesized starting from a wide range of chalcones in moderate to good yields with excellent diastereoselectivity.
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