Solvent- controlled regioselective protection of allyl- 4,6-benzylidene glucopyranosides

• Kerry Ann Ness and
• Marie E. Migaud

Beilstein J. Org. Chem. 2007, 3, No. 26, doi:10.1186/1860-5397-3-26

• acidity of the alcohol groups. The steric and electronic effect of the anomeric substituents was then assessed by examining the β-allyl glucoside anomer (Table 3). The allyl-4,6-O-benzylidene-β-D-glucopyranoside, 11 was synthesised from 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide using mercury

• bromide, mercury oxide and allyl alcohol. Only dialkylated material 14 was obtained under both sets of alkylation conditions. To examine the impact of the nature of the glycon, benzylation of methyl and benzyl 4,6-benzylidene-α-D-glucosides, 15 and 16 respectively, was also carried out (Table 4). The

Photosonochemical catalytic ring opening of α-epoxyketones

• Hamid R. Memarian and
• Ali Saffar-Teluri

Beilstein J. Org. Chem. 2007, 3, No. 2, doi:10.1186/1860-5397-3-2

• were performed using a 400 W high pressure mercury lamp from Narva with cooling of samples in Duran glass. 1H NMR spectra of the mixture of photoproducts were measured in CDCl3 solutions containing tetramethylsilane (TMS) as internal standard on a Bruker drx-500 (500 MHz). Preparative layer