A simple, efficient, stereoselective, and in some cases usefully nonregioselective method for the synthesis of β-azido alcs. by the direct opening of 1,2-epoxides with 1,1,3,3-tetramethylguanidinium azide (TMGA) in CH3CN, catalyzed by simple transition metal-based salts [Hf(OTf)4, Zr(OTf)4, Yb(OTf)3], is described. Also, TMSN3 may be used in some reactions as a source of N3-. This new method appears to be competitive with other methods previously reported.
A novel effective transition metal based salt-catalyzed azidolysis of 1,2-epoxides
CROTTI, PAOLO;DI BUSSOLO, VALERIA;FAVERO, LUCILLA;PINESCHI, MAURO
1996-01-01
Abstract
A simple, efficient, stereoselective, and in some cases usefully nonregioselective method for the synthesis of β-azido alcs. by the direct opening of 1,2-epoxides with 1,1,3,3-tetramethylguanidinium azide (TMGA) in CH3CN, catalyzed by simple transition metal-based salts [Hf(OTf)4, Zr(OTf)4, Yb(OTf)3], is described. Also, TMSN3 may be used in some reactions as a source of N3-. This new method appears to be competitive with other methods previously reported.File in questo prodotto:
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