
Tetrahedron p. 7219 - 7230 (1994)
Update date:2022-08-05
Topics:
Panfil
Krajewski
Gluzinski
Stefaniak
Chmielewski
The conjugate addition - rearrangement of N-benzylhydrazine to sugar δ- enlactone with erythro configuration 1 and 2 affords mixtures of respective ribo and arabino isomers with the former one prevailing. In the case of the threo lactone 3 two regioisomers with xylo configuration are produced, whereas in the case of 4 only one isomer with the erythro configuration is formed. The stereochemical course of these reactions was explained.
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