Both enantiomers of isovanillic chiral 1,3-oxathianes, e.g. I, II, and III, and a 1,3-dithiane IV were obtained as pure compds. by asym. synthesis or chiral HPLC resoln. Their abs. configurations were established using x-ray crystal structure anal., CD spectroscopy, or NMR NOE expts. The relationships between the structure and the sweet taste of the enantiomeric compds. were discussed.
Enantiodifferentiation in taste perception of isovanillic derivatives / A. Bassoli, G. Borgonovo, M. G. B. Drew, L. Merlini. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 11:15(2000), pp. 3177-3186. [10.1016/S0957-4166(00)00271-8]
Enantiodifferentiation in taste perception of isovanillic derivatives
A. BassoliPrimo
;G. BorgonovoSecondo
;L. MerliniUltimo
2000
Abstract
Both enantiomers of isovanillic chiral 1,3-oxathianes, e.g. I, II, and III, and a 1,3-dithiane IV were obtained as pure compds. by asym. synthesis or chiral HPLC resoln. Their abs. configurations were established using x-ray crystal structure anal., CD spectroscopy, or NMR NOE expts. The relationships between the structure and the sweet taste of the enantiomeric compds. were discussed.
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