R. Csuk, Martina Schaade, Andrea Schmidt
1994
Citations
0
Influential Citations
7
Citations
Journal
Tetrahedron
Abstract
Abstract The tris(dimethylamido)sulfonium difluorotrimethylsilicate (TAS-TMSF2) mediated reaction of dialkyl substituted trimethylsilyl ketene acetals 4 or 6 with aldonolactones 1, 9 or 11 affords dimers 8, 10 and 12 in an unprecedented but diastereoselective manner. In addition, under the same conditions the reaction of a suitable protected aldonolactone with a cyclic trimethylsilyl ketene acetal 14 results in a diastereoselective chain elongation thus creating two new stereogenic centers diastereoselectively.