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A route to selective functionalization of polyhydroxypyrrolidines |
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| Authors: | Carlos A.D. SousaFabio Rizzo-Aguiar,M. Luí sa C. ValeXerardo Garcí a-Mera,Olga Caamañ oJosé E. Rodrí guez-Borges |
| Affiliation: | a Centro de Investigação em Química, Department of Chemistry and Biochemistry, Faculty of Science, University of Porto, Rua do Campo Alegre 687, 4169-007 Porto, Portugal b Departamento de Química Orgánica, Facultade de Farmacia, Universidade de Santiago de Compostela, E-15782 Santiago de Compostela, Spain |
| Abstract: | A route to selective functionalization of polyhydroxypyrrolidines is described. The method is based on orthogonal protection/deprotection along the process of synthesis of the referred pyrrolidines, which consist in hydroxylation of the double bond of 2-azabicyclo[2.2.1]hept-5-enes followed by its oxidative cleavage and in situ reduction of the intermediate dialdehyde. The synthesis of a novel N-hydroxypyrrolidine is also described. |
| Keywords: | Polyhydroxypyrrolidines Orthogonal protection Selective functionalization Azasugar |
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