Tetrahedron

Study of the anomeric effect in 2-substituted 1, 3-dithianes

E Juaristi, J Tapia, R Mendez

文献索引：Juaristi, Eusebio; Tapia, Josefina; Mendez, Rodolfo Tetrahedron, 1986 , vol. 42, # 5 p. 1253 - 1264

全文：HTML全文

被引用次数: 62

摘要

The conformational analysis of several 2-substituted 1, 3-dithianes made possible the evaluation of SCY anomeric interactions, where Y= SCH3, SC6H5, CO2CH3, CO6H5, CO2H and N (CH3) 2. The relative magnitude of the effects observed for these groups [ΔG° dithiane (Y)-ΔGδ cyclohexane (Y)] can be explained in terms of the combined influence of dipole/dipole and two-electron stabilizing interactions (stereoelectronic effect).