115649-93-9Relevant articles and documents
Contribution to the synthesis of polyhydroxylated indolizidines starting from sugar isothiocyanates
Ele?ko, Ján,Gonda, Jozef,Martinková, Miroslava,Vilková, Mária
, p. 346 - 351 (2016/04/06)
A straightforward stereoselective route towards castanospermine analogues starting from the corresponding d-gluco- and l-ido-hexofuranose isothiocyanates (5S)-2 and (5R)-2 is described. The key transformations of this approach rely on ring-closing metathe
Asymmetric syntheses of 1-deoxy-6,8a-di-epi-castanospermine and 1-deoxy-6-epi-castanospermine
Yun, Hwayoung,Kim, Jongmin,Sim, Jaehoon,Lee, Sujin,Han, Young Taek,Chang, Dong-Jo,Kim, Dae-Duk,Suh, Young-Ger
, p. 5389 - 5393 (2012/09/07)
Asymmetric syntheses of both 1-deoxy-6,8a-di-epi-castanospermine and 1-deoxy-6-epi-castanospermine, polyhydroxylated indolizidine alkaloids that act as selective glycosidase inhibitors, have been accomplished in seven steps. The key feature of our unique syntheses includes the stereoselective introduction of the C-3 and C-4 hydroxyl groups utilizing the aza-Claisen rearrangement-induced ring expansion of 1-acyl-2-alkoxyvinyl pyrrolidine and a substrate-controlled stereoselective transannulation of the resulting azoninone intermediate.
A short and common stereoselective approach to 5/6, 6/6, 6/7 bicyclic aza sugars
Chandrasekhar,Venkateswara Rao,Veera Mohana Rao,Jagadeesh
experimental part, p. 1217 - 1223 (2009/12/01)
An efficient and highly stereoselective approach to bicyclic aza sugars is described using Grignard reaction on an N-benzyl imine derived from 3-O-benzyl-1,2-O-isopropylidine-α-d-xylo-pentodialdofuranose, ring closing metathesis, and reductive cyclization