Issue 16, 2014
From the journal:

Chemical Communications

Novel regio- and stereoselective phosphonyl radical addition to glycals promoted by Mn(ii)–air: syntheses of 1,2-dideoxy 2-C-diphenylphosphinylglycopyranosides†

Fuyi Zhang,*a   Liming Wang,a   Cui Zhanga  and  Yufen Zhaoab  

* Corresponding authors

a The College of Chemistry and Molecular Engineering, The Key Lab of Chemical Biology and Organic Chemistry, Zhengzhou University, Zhengzhou 450052, China
E-mail: zhangfy@zzu.edu.cn
Fax: +86-371-67763845
Tel: +86-371-67763845

b College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005, China

Abstract

1,2-Dideoxy-2-C-diphenylphosphinylglycopyranosides were first synthesized by the novel Mn(II)–air promoted reaction of diphenylphosphine oxide with various glycals in high yields with excellent regio- and stereoselectivities, which was clarified as a radical addition reaction controlled by the oxygen of vinyl ether.

Graphical abstract: Novel regio- and stereoselective phosphonyl radical addition to glycals promoted by Mn(ii)–air: syntheses of 1,2-dideoxy 2-C-diphenylphosphinylglycopyranosides

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Article information

DOI
https://doi.org/10.1039/C3CC48806C
Article type
Communication
Submitted
19 Nov 2013
Accepted
19 Dec 2013
First published
20 Dec 2013

Chem. Commun., 2014,50, 2046-2048

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Novel regio- and stereoselective phosphonyl radical addition to glycals promoted by Mn(II)–air: syntheses of 1,2-dideoxy 2-C-diphenylphosphinylglycopyranosides

F. Zhang, L. Wang, C. Zhang and Y. Zhao, Chem. Commun., 2014, 50, 2046 DOI: 10.1039/C3CC48806C

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