Diastereoisomeric D,L-N-Cbz-imino glycal-derived allyl epoxides 5 and 6 have been synthetized and their addition reactions with alcohols examined. The reactions lead to the corresponding 2,3-unsaturated-aza-O-glycosides through a new, completely regioselective 1,4-addition process which proceeds with complete substrate-dependent stereoselectivity.
Stereoselective Synthesis of 2,3-Unsaturated-aza-O-glycosides via New Diastereoisomeric N-Cbz-Imino Glycal-Derived Allyl Epoxides
DI BUSSOLO, VALERIA;FAVERO, LUCILLA;PINESCHI, MAURO;CROTTI, PAOLO
2007-01-01
Abstract
Diastereoisomeric D,L-N-Cbz-imino glycal-derived allyl epoxides 5 and 6 have been synthetized and their addition reactions with alcohols examined. The reactions lead to the corresponding 2,3-unsaturated-aza-O-glycosides through a new, completely regioselective 1,4-addition process which proceeds with complete substrate-dependent stereoselectivity.File in questo prodotto:
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