136861-99-9Relevant academic research and scientific papers
An unexpected chelation-controlled Yb(OTf)3-catalyzed aminolysis and azidolysis of cyclitol epoxides
Serrano, Pedro,Llebaria, Amadeu,Delgado, Antonio
, p. 7165 - 7167 (2007/10/03)
A chelation-controlled aminolysis and azidolysis of cyclitol epoxides with Yb(OTf)3 has been disclosed. The presence of a free OH group able to direct the coordination with the lanthanide seems essential for an efficient regiocontrol of the pro
Synthesis of (-)-conduritol F, (+)-conduritol B, cyclophellitol from L- quebrachitol
Akiyama,Shima,Ohnari,Okazaki,Ozaki
, p. 3760 - 3767 (2007/10/02)
The methyl ether of cyclitols with vicinal hydroxyl group was cleaved chemoselectively in preference to both cis-and trans-cyclohexylidene moieties by AlCl3-n-Bu4NI to afford parent alcohols in good yields. (-) Conduritol F was prepared from L-quebrachitol, an optically active cyclitol from the serum of rubber trees, in five steps by use of the demethylation reaction. The first chiral synthesis of (+)-conduritol B and the total synthesis of cyclophellitol, a novel β-glucosidase inhibitor, are described.
