期刊
ORGANIC LETTERS
卷 20, 期 11, 页码 3385-3389出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b01308
关键词
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资金
- Ministerio de Economia y Competitividad [CTQ2010-18244]
- Fundacion CajaCanarias [2015-BIO08]
- Gobierno de Canarias [ProID2017010017]
The generation and fate of 2(I-VII),3(I-VII),6(II-VII)-icosa-O-methyl-beta-cyclomaltoheptaos-6(I)-O-yl radical under reductive conditions is described. Two radical cascade reactions are involved: the main one is triggered by a 1,8-HAT of the hydrogen at 5(VII)C. The radical can reach the anomeric hydrogen at 1(V)C three sugar units ahead using a six-step sequence. The different hydrogen donor ability of the group 14 hydrides permits one to selectively stop the cascade at (SC)-C-VII, 2(VI)C, and 4(VI)C to obtain beta-CD with a beta-L-Idop unit, acyclic hepta-, and hexa-saccharide structures, respectively.
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