期刊
ORGANIC LETTERS
卷 22, 期 19, 页码 7443-7449出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c02465
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资金
- DST, SERB, Govt. of India [EMR/2014/000469, SR/S2/RJN-97/2012]
- CSIR
- UGC
We report herein a Pd(II)/bis-sulfoxide-catalyzed intramolecular allylic C-H acetoxylation of aryl allyl ether, amine, and amino acids with the retention of a labile allyl moiety. Mechanistically, the reaction proceeds through a distinct double-bond isomerization from the allylic to the vinylic position followed by intramolecular carboxypalladation and the beta-hydride elimination pathway. For the first time, C-H oxidation of N-allyl-protected amino acids to furnish five-membered heterocycles through 1,3-syn-addition is established with excellent diastereoselectivity.
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