期刊
JOURNAL OF CARBOHYDRATE CHEMISTRY
卷 28, 期 3, 页码 124-141出版社
TAYLOR & FRANCIS INC
DOI: 10.1080/07328300902752223
关键词
Disaccharides; Diels-alder; Stereoselective synthesis; Conformational studies
资金
- University of Florence
- MIUR (Rome)
Improved synthesis of 1,3-disaccharides, obtained diastereomerically pure by [4+2] hetero cycloadditions between glycals and -thiono- -keto- -lactones, has been reported. The choice of appropriate protecting groups for -keto- -lactones, stable under cycloaddition conditions employed, sensibly shortened the synthesis of heterodienic precursors. The first example of a -oxy-imino- -lactone synthesized from -keto- -lactones was also reported. Molecular modeling and conformational evaluations about the cycloaddition features allowed tentatively rationalizing the experimental results.
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