Dept. of Chemistry
Oregon Graduate Center
Synthetic pathways into 2, 3-diheteroatom-substituted tetrahydropyrans and tetrahydrofurans are explored, particularly with respect to possible routes to 2, 3-bicyclic derivatives. Stereochemical control on the synthesis of cis and trans 2, 3-dichlorotetrahydropyran is explored, and nucleophilic displacement reactions of 2, 3-dichlorotetrahydropyrans and trans-2, 3-dichlorotetrahydrofuran are studied. The syntheses and a nucleophilic displacement reaction of N-(3'-halotetrahydropyran-2'-yl) pyridinium salts and N-(3'-chlorotetrahydrofuran-2'-yl) pyridinium salts are studied. A discussion of the analysis of pmr spectra of 2,3-diheteroatom-substituted tetrahydropyrans and tetrahydrofurans is presented. Alkylation reactions of 3-bromopyrazolo [4, 3-d] pyrimidines are studied. A synthetic approach leading to formycin B is reexamined.
Stone, Thomas Eugene, "Studies directed toward the development of new C-nucleoside syntheses" (1976). Scholar Archive. 37.