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|Type:||Artigo de periódico|
|Title:||Efficient synthesis of a new aminoazasugar and dihydroxyprolines from an endocyclic enecarbamate|
|Abstract:||A novel procedure for the synthesis of trans-2,3-(2-aminomethyl)-cis-3,4-dihydroxypyrrolidine (a new aminoazasugar) and cis-2,3- and trans-2,3-cis-3,4-dihydroxyprolines is presented. Starting from the known endocyclic enecarbamate 1-carbobenzyloxy-2-pyrroline, the above compounds were efficiently synthesized in 6 or 7 steps in good overall yields. In the key step, trans-2,3-(1-carbobenzyloxy)-cis-3,4-diacetyloxy-2-methoxypyrrolidine underwent Lewis acid promoted cyanation, presumably via the corresponding N-acyliminium ion.|
|Editor:||Pergamon-elsevier Science Ltd|
|Appears in Collections:||Unicamp - Artigos e Outros Documentos|
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