476468-30-1Relevant articles and documents
A first synthesis of sulfonic acid analogues of N-acetylneuraminic acid
Szabó, Zoltán B.,Borbás, Anikó,Bajza, István,Lipták, András,Antus, Sándor
, p. 1196 - 1198 (2008/09/17)
Sulfonic acid analogues of N-acetylneuraminic are synthesized from 1-thio-l-fucoside derivatives with the introduction of an azido group at C-4 of the fucose moiety and carbanionic addition onto fully protected lactones. The analogues in the form of methy
A divergent strategy for constructing a sugar library containing 2,6-dideoxy sugars and uncommon sugars with 4-substitution
Zhang, Guisheng,Shi, Lei,Liu, Qingfeng,Wang, Jingmei,Li, Lu,Liu, Xiaobing
, p. 9705 - 9711 (2008/02/12)
A practical strategy has been developed for delivering 2,6-dideoxy sugars and uncommon sugars with 4-substitution. This strategy employed Ferrier rearrangement reaction and BF3·OEt2-induced peroxidation to construct key intermediates 2,3-unsaturated glycosides and α,β-unsaturated lactones from peracetyl rhamnal. After further derivatization, four uncommon sugars with 4-substitution and eight uncommon sugar units with 3,4-disubstitution were successfully synthesized.
A divergent synthesis of uncommon sugars from furanaldehyde
Zhu, Lizhi,Talukdar, Arindam,Zhang, Guisheng,Kedenburg, James P.,Wang, Peng George
, p. 1547 - 1550 (2007/10/03)
A practical synthetic strategy has been developed for producing uncommon sugars. This method employed kinetic enzymatic resolution of 1-(2-furyl)ethanol, and followed by NBS-mediated Achmatowicz rearrangement to construct α,β-unsaturated lactones. After further derivatization, five representative uncommon sugar units were successfully synthesized. Georg Thieme Verlag Stuttgart.
A systematic strategy for preparation of uncommon sugars through enzymatic resolution and ring-closing metathesis
Zhu, Lizhi,Kedenburg, James P.,Xian, Ming,Wang, Peng George
, p. 811 - 813 (2007/10/03)
A systematic synthetic strategy has been developed for producing uncommon sugars. This method involved kinetic resolution allylic alcohol followed by ring-closing-metathesis (RCM) to generate optical pure lactones as the common precursors. After further d
Synthesis of 2,6-dideoxysugars via ring-closing olefinic metathesis.
Andreana, Peter R,McLellan, Jason S,Chen, Yongchen,Wang, Peng George
, p. 3875 - 3878 (2007/10/03)
[formula: see text] Grubbs' RuCl2 (=CHPh)(PCy3)2 (catalyst 1) and RuCl2(=CHPh)(PCy3)(IMess) (catalyst 2) complexes have been successfully utilized in the construction of beta,gamma-unsaturated delta-lactones containing various substitution patterns of methyl groups. Asymmetric dihydroxylation followed by reduction leads to 3,4-cis-dihydroxy-2,6-dideoxypyranoses, which have proven to play very important biological roles as key components of natural products.