کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
1327650 | 977496 | 2006 | 13 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Novel bicyclisation of unsaturated polyols in PdCl2–CuCl2–AcOH catalytic system Novel bicyclisation of unsaturated polyols in PdCl2–CuCl2–AcOH catalytic system](/preview/png/1327650.png)
Novel type of Pd(II)-catalysed transformation of sugar-derived alkenitols furnishing 7-benzyloxy-2,5-dioxabicyclo[2.2.1]heptanes was discovered. The investigated bicyclisation displays an exceptional substrate selectivity towards xylo-configured unsaturated polyols. Moreover, a newly build stereogenic centre is formed in a diastereospecific cis-manner. The observed stereochemical preference was corroborated by modelling of pertinent transition states at the semiempirical level of theory (PM5). In addition, the single crystal X-ray analysis of an acylated analogue d-glycero-l-gulo-21 was done in order to establish the relative configuration of related bicyclic products.
New type of diastereoselective and substrate selective palladium(II)-catalysed bicyclisation of unsaturated polyols is described.Figure optionsDownload as PowerPoint slide
Journal: Journal of Organometallic Chemistry - Volume 691, Issue 5, 15 February 2006, Pages 928–940