Abstract:

Compound (Ⅰ) & (Ⅱ) were obtained by the 1,3-dipolar cycloaddition of benzal do xime to 5-(R)-(l-menthyloxy)-2(5H)-furanone. As usual, the structure of an  unknown  compound can only be determined by X-Ray diffraction analysis or by relating it  with the known-configuration compound via chemical method. As the configuration of the former material had been studied by X-Ray diffraction analysis and the known chiral carbon is unaffected during the reaction, the structures of  these two newly obtained products can be simply established by the relationship s between the new-formed and the known chiral centers via the analysis of NMR data (N OEID and HMBC) and the reaction can be shown to occur regioselectivel y.

Key words: 1,3-Dipolar Cycloaddition, Configuration,  ¹H NMR, ¹³C NMR, NOE, HMBC