Synthesis of oxa-aza spirobicycles by intramolecular hydrogen abstraction promoted by N-radicals in carbohydrate systems
4 pages, 1 table, 2 schemes.-- Printed version published Jul 15, 2002.
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2002-06-09
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dig-ipna-es-10261-167672020-05-26T04:30:48Z Synthesis of oxa-aza spirobicycles by intramolecular hydrogen abstraction promoted by N-radicals in carbohydrate systems Freire, Raimundo Martín, Ángeles Pérez-Martín, Inés Suárez, Ernesto Consejo Superior de Investigaciones Científicas (España) Dirección General de Investigación Científica y Técnica, DGICT (España) 4 pages, 1 table, 2 schemes.-- Printed version published Jul 15, 2002. The preparation of 1-oxa-6-azaspiro[4.4]nonane, 1-oxa-6-azaspiro[4.5]decane, 6-oxa-1-azaspiro[4.5]decane, and 1-oxa-7-azaspiro[5.5]undecane ring systems by 1,6- and 1,7-hydrogen atom transfer promoted by phosphoramidyl radicals in carbohydrate models is described. The N-radicals are generated by reaction of dibenzyl phosphoramidate derivatives of C-glycosides with (diacetoxyiodo)benzene and iodine through an homolytic fragmentation of iodoamide intermediates. This work was supported by the Investigation Programmes no. BQU2000-0650 and BQU2001-1665 of the Dirección General de Investigación Cientı́fica y Técnica, Spain. I.P.-M. thanks the I3P-CSIC Programme for a fellowship. 2009-09-09T07:25:37Z 2009-09-09T07:25:37Z 2002-06-09 artículo http://purl.org/coar/resource_type/c_6501 Tetrahedron Letters 43(29): 5113-5116 (2002) 0040-4039 http://hdl.handle.net/10261/16767 10.1016/S0040-4039(02)00983-8 http://dx.doi.org/10.13039/501100003339 http://dx.doi.org/10.13039/501100008737 en http://dx.doi.org/10.1016/S0040-4039(02)00983-8 open 2373 bytes 146941 bytes text/plain application/pdf Elsevier |
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4 pages, 1 table, 2 schemes.-- Printed version published Jul 15, 2002. |
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Consejo Superior de Investigaciones Científicas (España) |
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Consejo Superior de Investigaciones Científicas (España) Freire, Raimundo Martín, Ángeles Pérez-Martín, Inés Suárez, Ernesto |
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Freire, Raimundo Martín, Ángeles Pérez-Martín, Inés Suárez, Ernesto |
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Freire, Raimundo Martín, Ángeles Pérez-Martín, Inés Suárez, Ernesto Synthesis of oxa-aza spirobicycles by intramolecular hydrogen abstraction promoted by N-radicals in carbohydrate systems |
author_sort |
Freire, Raimundo |
title |
Synthesis of oxa-aza spirobicycles by intramolecular hydrogen abstraction promoted by N-radicals in carbohydrate systems |
title_short |
Synthesis of oxa-aza spirobicycles by intramolecular hydrogen abstraction promoted by N-radicals in carbohydrate systems |
title_full |
Synthesis of oxa-aza spirobicycles by intramolecular hydrogen abstraction promoted by N-radicals in carbohydrate systems |
title_fullStr |
Synthesis of oxa-aza spirobicycles by intramolecular hydrogen abstraction promoted by N-radicals in carbohydrate systems |
title_full_unstemmed |
Synthesis of oxa-aza spirobicycles by intramolecular hydrogen abstraction promoted by N-radicals in carbohydrate systems |
title_sort |
synthesis of oxa-aza spirobicycles by intramolecular hydrogen abstraction promoted by n-radicals in carbohydrate systems |
publisher |
Elsevier |
publishDate |
2002-06-09 |
url |
http://hdl.handle.net/10261/16767 http://dx.doi.org/10.13039/501100003339 http://dx.doi.org/10.13039/501100008737 |
work_keys_str_mv |
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1777669639434665984 |