one-pot-microwave-assisted-conversion-anomeric-nitrate-esters-to

One-pot Microwave-assisted Conversion of Anomeric Nitrate-esters to Trichloroacetimidates

The goal of the following procedure is to provide a demonstration of the one-pot conversion of a 2-azido-1-nitrate-ester to a trichloroacetimidate ...

Vanderbilt University

A series of carbohydrate 2-azido-1-nitrate-esters, protected at the C-3, C-4, and C-6 positions, were hydrolyzed thermally under reagent free conditions. This preliminary result was extended to direct exchange of the 1-nitrate-ester modality for alcohol, alkoxy, and azide coupling partners with minimal purification. While direct glycosylation of nitrate esters ultimately proved unsuccessful, we have demonstrated that an anomeric nitrate-ester can be converted directly to a trichloroacetimidate in a short and simple one-pot procedure, bypassing lower yielding two-step sequences.

D. Jamin Keith

Department of Chemistry

Vanderbilt University

One-pot Microwave-assisted Conversion of Anomeric Nitrate-esters to Trichloroacetimidates

D. Jamin Keith

.css-o250i3{font-size:18px;font-family:Open Sans,sans-serif;line-height:21.6px;}Department of Chemistry

Vanderbilt University

One-pot Microwave-assisted Conversion of Anomeric Nitrate-esters to Trichloroacetimidates

Department of Chemistry