884654-91-5Relevant academic research and scientific papers
The stereodirecting effect of the glycosyl C5-carboxylate ester: Stereoselective synthesis of β-mannuronic acid alginates
Codée, Jeroen D. C.,Van Den Bos, Leendert J.,De Jong, Ana-Rae,Dinkelaar, Jasper,Lodder, Gerrit,Overkleeft, Herman S.,Van Der Marel, Gijsbert A.
supporting information; scheme or table, p. 38 - 47 (2009/04/07)
(Chemical Equation Presented) Glycosylations of mannuronate ester donors proceed highly selectively to produce the 1,2-cis-linked products. We here forward a mechanistic rationale for mis counterintuitive selectivity, based on the remote stereodirecting e
Stereoselective C-glycosylation reactions of pyranoses: The conformational preference and reactions of the mannosyl cation
Lucero, Claudia G.,Woerpel
, p. 2641 - 2647 (2007/10/03)
A systematic study of C-glycosylations of acetals related to mannose and other pyranoses was conducted. The C-5 alkoxyalkyl group provides only a modest influence on stereoselectivity. On the other hand, studies of pentopyranoses bearing alkoxy groups at
