74766-78-2Relevant academic research and scientific papers
Synthesis of carba analogs of 6-O-(benzyl)-d-allal- and -d-galactal-derived allyl epoxides and evaluation of the regio- and stereoselective behavior in nucleophilic addition reactions
Di Bussolo, Valeria,Frau, Ileana,Checchia, Lorenzo,Favero, Lucilla,Pineschi, Mauro,Uccello-Barretta, Gloria,Balzano, Federica,Roselli, Graziella,Renzi, Gabriele,Crotti, Paolo
scheme or table, p. 4696 - 4709 (2011/06/27)
The new racemic diastereoisomeric epoxides 6α and 6β, the carba analogs of the corresponding d-galactal- and d-allal-derived allyl epoxides have been synthesized and their regio- and stereoselective behavior examined in addition reactions with model O-, C-, N-, and S-nucleophiles. The results have indicated that epoxide 6β has a pronounced tendency toward anti-1,2-addition, whereas epoxide 6α shows interesting levels of syn- and/or anti-1,4-addition processes. A chiral recognition process found with epoxide 6β, turned out to be consistently reduced in epoxide 6α. All the results have been rationalized on the basis of conformational, steric, and stereoelectronic effects.
Synthesis and glycosidase inhibitory activity of some N-substituted 5a-carba-β-fuco- and β-galactopyranosylamines, and selected derivatives
Ogawa, Seiichiro,Fujieda, Shigeo,Sakata, Yuko,Ishizaki, Masahiro,Hisamatsu, Seiichi,Okazaki, Kensuke,Ooki, Yoriko,Mori, Midori,Itoh, Masayoshi,Korenaga, Takashi
, p. 6569 - 6579 (2007/10/03)
In the course of chemical modification of α-fucosidase inhibitors of 5a-carba-fucopyranosylamine type, an N-dodecyl derivative of the enantiomer 6-deoxy-5a-carba-β-d-galactopyranosylamine demonstrated very strong inhibition of β-galactosidase and β-glucos
Pseudo-sugars. VII. Synthesis of Pseudo-hexopyranose Derivatives with α- and β-Gluco Configurations
Ogawa, Seiichiro,Toyokuni, Tatsushi,Kondoh, Takashi,Hattori, Yoshihisa,Iwasaki, Shinichi,et al.
, p. 2739 - 2746 (2007/10/02)
Several derivatives of pseudo-hexopyranose (5-hydroxymethyl-1,2,3,4-cyclohexanetetrol) with α-gluco, (1,2,4/3,5), and β-gluco, (1,3,5/2,4), configurations were synthesized starting from the compounds obtained by cis-hydroxylation and oxyamination of DL-di
SYNTHESIS AND EPOXIDATION OF TRANS-5,6-DIACETOXY-1-BENZOYLOXYMETHYL-1,3-CYCLOHEXADIENE
Ogawa, Seiichiro,Toyokuni, Tatsushi,Ara, Masayasu,Suetsugu, Masaru,Suami, Tetsuo
, p. 379 - 382 (2007/10/02)
Epoxidation of a newly prepared trans-5,6-diacetoxy-1-benzoyloxymethyl-1,3-cyclohexadiene by m-chloroperbenzoic acid in dichloroethane gave several isomeric compounds of the biologically important highly oxygenated cyclohexane derivatives.
