SUPPORTING INFORMATION
SULFUR-ASSISTED DOMINO ACCESS TO BICYCLIC
DIHYDROFURANS: CASE STUDY AND EARLY
SYNTHETIC APPLICATIONS
Concetta Paolella, Daniele D’Alonzo,* Giovanni Palumbo and Annalisa Guaragna*
Dipartimento di Scienze Chimiche, Università di Napoli Federico II
via Cintia, 21 I-80126 Napoli, Italy
dandalonzo@unina.it; guaragna@unina.it
EXPERIMENTAL SECTION 1
COPIES OF
1
H AND
13
C NMR SPECTRA
methyl 2-((tert-butyl(diphenyl)silyl)oxy)acetate (6) 7
2-((t-butyl(diphenyl)silyl)oxy)-1-(3-(((4-methoxybenzyl)oxy)methyl)-
5,6-dihydro-1,4-dithiin-2-yl)-1-ethanone (7) 8
2-((t-butyl(diphenyl)silyl)oxy)-1-(3-(((4-methoxybenzyl)oxy)methyl)-
5,6-dihydro-1,4-dithiin-2-yl)-1-ethanol (8) 9
5-((t-butyl(diphenyl)silyl)oxy)-7-methoxy-
2,3,5,7-tetrahydro-[1,4]dithiino[2,3-c]furan (9) 10
2-(((t-butyl(diphenyl)silyl)oxy)methyl)furan (10) 11
5-((t-butyl(diphenyl)silyl)oxy)-5,7-dimethoxy-2,3,5,7-
tetrahydro[1,4]dithiino[2,3-c]furan (11) 12
5-[(t-butyldiphenyloxy)methyl]-5,7-bis-(trideuteromethoxy)-
2,3,5,7-tetrahydro[1,4]dithino[2,3-c]furan (26) 13
5-[(t-butyldiphenyloxy)methyl]-5,7-bis-(2,2,2-trifluoroethoxy)-
2,3,5,7-tetrahydro[1,4]dithino[2,3-c]furan (27a) 14
5-[(t-butyldiphenyloxy)methyl]-5,7-bis-(2-propynyloxy)-
2,3,5,7-tetrahydro[1,4]dithino[2,3-c]furan (27b) 15
-[(t-butyldiphenyloxy)methyl]-5,7-diisopropoxy-
2,3,5,7-tetrahydro[1,4]dithino[2,3-c]furan (27c) 16
2-(((t-butyl(diphenyl)silyl)oxy)methyl)-2,5-dimethoxy-2,5-dihydrofuran (18) 17
N1-(1-(7-((t-butyl(diphenyl)silyl)oxy)methyl)-
7-methoxy-2,3,5,7-tetrahydro[1,4]dithiino[2,3-c]furan-5-yl-
2-oxo-1,2-dihydro-4-pyrimidinyl)acetamide (28 and 28) 18-19
N1-(1-(5-(((t-butyl(diphenyl)silyl)oxy)methyl)-5-methoxy-2,5-dihydro-
2-furanyl)-2-oxo-1,2-dihydro-4-pyrimidinyl)acetamide (30 and 30) 20-21
4-amino-1-(5-(hydroxymethyl)-5-methoxy-2,5-dihydro-2-furanyl)-
1,2-dihydro-2-pyrimidinone (31 and 31) 22-23
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry
This journal is © The Royal Society of Chemistry 2013