512809-21-1Relevant articles and documents
Catalytic Asymmetric Synthesis of All Possible Stereoisomers of 2,3,4,6-Tetradeoxy-4-Aminohexopyranosides
Zhu, Zhongpeng,Glazier, Daniel A.,Yang, Daoshan,Tang, Weiping
, p. 2211 - 2215 (2018/06/14)
We recently developed a divergent strategy for the synthesis of all eight possible 2,3,6-trideoxyhexopyranosides with three stereogenic centers. However, the diastereoselectivity for one of the three stereogenic centers was low and it was not controlled b
Chiral Catalyst-Directed Dynamic Kinetic Diastereoselective Acylation of Lactols for de Novo Synthesis of Carbohydrate
Wang, Hao-Yuan,Yang, Ka,Yin, Dan,Liu, Can,Glazier, Daniel A.,Tang, Weiping
, p. 5272 - 5275 (2015/11/18)
The control of the stereochemistry at the anomeric position is still one of the major challenges of synthetic carbohydrate chemistry. We have developed a new strategy consisting of a chiral catalyst-directed acylation followed by a palladium-catalyzed gly
Application of the Wharton rearrangement for the de novo synthesis of pyranosides with ido, manno, and colito stereochemistry
Cuccarese, Michael F.,Wang, Hua-Yu Leo,O'Doherty, George A.
, p. 3067 - 3075 (2013/06/27)
A de novo asymmetric synthesis of α-ido-pyranosides, as well as several deoxy and amino variants, has been achieved. The procedure involves a palladium(0)-catalyzed glycosylation in combination with a Wharton rearrangement/epoxide-opening reaction sequence to access sugars with ido, manno, and colito stereochemistry as well as several azido analogues. A de novo asymmetric synthesis of α-ido-pyranosides, as well as several deoxy and amino variants, has been achieved. The procedure involves a palladium(0)- catalyzed glycosylation in combination with a Wharton rearrangement/epoxide- opening reaction sequence to access sugars with ido, manno, and colito stereochemistry as well as several azido analogues. Copyright