1174754-26-7Relevant academic research and scientific papers
De novo asymmetric synthesis and biological analysis of the daumone pheromones in Caenorhabditis elegans and in the soybean cyst nematode Heterodera glycines
Guo, Haibing,La Clair, James J.,Masler, Edward P.,O'Doherty, George A.,Xing, Yalan
supporting information, p. 2280 - 2286 (2016/04/19)
The de novo asymmetric total syntheses of daumone 1, daumone 3 along with 5 new analogs are described. The key steps of our approach are: the diastereoselective palladium catalyzed glycosylation reaction; the Noyori reduction of 2-acetylfuran and an ynone
De novo synthesis of deoxy sugar via a Wharton rearrangement
Wang, Hua-Yu Leo,O'Doherty, George A.
, p. 10251 - 10253 (2011/10/19)
A highly divergent synthesis of α-fuco-, α-6-deoxy-allo-, α-6-deoxy-altro-pyranosides has been achieved. This route utilizes a Wharton rearrangement as part of a new post-glycosylation transformation strategy.
De novo asymmetric synthesis of an α-6-deoxyaltropyranoside as well as its 2-/3-deoxy and 2,3-dideoxy congeners
Shan, Mingde,Xing, Yalan,O'Doherty, George A.
experimental part, p. 5961 - 5966 (2009/12/08)
(Chemical Equation Presented) A highly divergent de novo asymmetric synthesis of benzyl α-6-deoxyaltropyranoside, benzyl Rascarylopyranoside, benzyl α-amicetopyranoside, and benzyl α-digitoxopyranoside has been achieved via a common pyranone intermediate. The routes rely upon a palladium(0)-catalyzed glycosylation reaction and corresponding post-glycosylation transformations. The control of the absolute and relative stereochemical configuration came from a Noyori reduction of 2-acylfuran and subsequent diastereoselective introduction of other stereogenic centers.
