TMDS as a dual-purpose reductant in the regioselective ring cleavage of hexopyranosyl acetals to ethers
1,1,3,3-Tetramethyldisiloxane (TMDS) has been developed as an excellent dual-purpose reductant for the highly regioselective ring cleavage of various hexopyranosyl 4,6-O-acetals with Cu(OTf)2 or AlCl3 to afford the corresponding prim
Zhang, Yin-Jie,Dayoub, Wissam,Chen, Guo-Rong,Lemaire, Marc
experimental part
p. 1960 - 1966
(2012/05/20)
Selective protection of hydroxy group at C6 position of glucose derivatives
6-O-Benzyl derivatives and 6-O-toluoyl derivatives, 2a-f and 3a-f, were prepared in high yields from glucose derivatives 1a-f through multi-level anion formation using an excess of sodium hydride (4 eq.).