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Full-Text Articles in Physical Sciences and Mathematics
Studies Of The Cleavages And Stabilities Of Carbohydrate Epoxides And Epimines, Curtis Alvin Johnson
Studies Of The Cleavages And Stabilities Of Carbohydrate Epoxides And Epimines, Curtis Alvin Johnson
University of the Pacific Theses and Dissertations
A novel epoxide ring opening of benzyl 3,4-anhydro-2-benzylox-carbonylamido-2-deoxy-β-D-allopyranoside(I) was affected by phenylboronic anhydride in toluene. One of the products was demonstrated to be benzyl 2-benzyloxycarbonylamido-2-deoxy-4,6-0-phenylboronate-β-D-gulopyranoside. Another product isolated, while not identified, had the properties of an anhydro-sugar different from the starting compound(I). Benzyl 6-0-acetyl-2-benzyloxycarbonylamido-2-deoxy-β-D-allopyranoside(II) also underwent epoxide ring opening in a reaction with phenylboronic acid. An isolated product had the properties of a benzyl 2-benzyloxycarbonyiamido-2-deoxy-D-hexoside different from compounds isolate in the reaction of I with the phenyboronate. This indicated the necessity for an unsubstituted 6-OH group in order for the boron compound to be involved in the ring opening. Supporting …
Bromination Of 1,2-Cyclononadiene And 1,3-Dimethylallene, Edward Benny Samuel
Bromination Of 1,2-Cyclononadiene And 1,3-Dimethylallene, Edward Benny Samuel
University of the Pacific Theses and Dissertations
Much information has been obtained on the orientation of unsymmetrical reagents about substituted allenes. Although hydrogen halide addition to 1,2-propadiene yields 2-halopropenes,20,31 it has been ample demonstrated, at least in the case of halogenation and oxymercuration of the 1,2-alkyl substituted allenes, that the attacking electrophile ends up in the product attached to the central carbon of the original allenic system. 20,22,31,34,38,39,40 Using optically active 1,3-dimethylallene(15) it has been shown that the bromination and oxymercuration of 15 is stereospecific. 22,39Knowledge of the absolute configurations of the optically active addition products have made it possible to propose a plausible mechanism …