A simple, efficient, stereoselective synthesis of the diastereoisomeric cis/trans pair of difunctionalized 1,2-epoxides, 1,4;2,3-dianhydro-5-O-benzyl-L-lixitol 1 and 1,4;2,3-dianhydro-5-O-benzyl-L-ribitol 2 is described. Starting from D-(+)-xylose, the synthetic approach to 1 and 2 proceeds through the common intermediate, diol 6, and an appropriate sequence of selective functionalizations. (C) 1997 Elsevier Science Ltd.
Difunctionalised oxirane systems. Stereodivergent synthesis of 1,4;2,3-dianhydro-5-O-benzyl-L-lyxitol and -L-ribitol
CROTTI, PAOLO;DI BUSSOLO, VALERIA;FAVERO, LUCILLA;PINESCHI, MAURO
1997-01-01
Abstract
A simple, efficient, stereoselective synthesis of the diastereoisomeric cis/trans pair of difunctionalized 1,2-epoxides, 1,4;2,3-dianhydro-5-O-benzyl-L-lixitol 1 and 1,4;2,3-dianhydro-5-O-benzyl-L-ribitol 2 is described. Starting from D-(+)-xylose, the synthetic approach to 1 and 2 proceeds through the common intermediate, diol 6, and an appropriate sequence of selective functionalizations. (C) 1997 Elsevier Science Ltd.File in questo prodotto:
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