Access to 2,5-disubstituted tetrahydrofurans from Grignard reagents and hemiacetal derivatives.
The first diastereoselective addition of Grignard reagents onto cyclic oxocarbenium ions, obtained from glycosyl acetates, to afford 2,5-disubstituted tetrahydrofurans, is reported.
Laboratoire de Pharmacognosie, associé au CNRS (BIOCIS), Université Paris-Sud, Faculté de Pharmacie, rue Jean-Baptiste Clément 92296, Châtenay-Malabry, France.
Xavier
X
Franck
Reynald
R
Hocquemiller
Bruno
B
Figadère