Addition of lithiated enol ethers to nitrones and subsequent Lewis acid induced cyclizations to enantiopure 3,6-dihydro-2H-pyrans – an approach to carbohydrate mimetics

• Fabian Pfrengle and
• Hans-Ulrich Reissig

Beilstein J. Org. Chem. 2010, 6, No. 75, doi:10.3762/bjoc.6.75

• ]. A final hydrogenation step gave aminopyran 30 in high overall yield. Aminopyrans 24, 26, 28 and 30 can be regarded as mimetics of differently configured (2-deoxy) 4-amino sugars [24][25][26]. Aminopyrans 24 and 28 have already been linked via amide bonds to the thiol shell of gold nanoparticles