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Thermally-Induced Substrate Release Via Intramolecular Cyclizations of Amino Esters and Amino Carbonates.

ABSTRACT: The relative cleavage of an alcohol from a panel of amino esters and amino carbonates via intramolecular cyclization was examined as a mechanism for substrate release. Thermal stability at 37 °C was observed only for the 7-membered ring progenitors. Applicability of the approach was illustrated by ?-lactam formation within a poly(dimethylsiloxane) microchannel for release of a captured fluorescent probe.

SUBMITTER: Knipp RJ

PROVIDER: S-EPMC4104717 | biostudies-literature | 2014 May

REPOSITORIES: biostudies-literature

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Thermally-Induced Substrate Release Via Intramolecular Cyclizations of Amino Esters and Amino Carbonates.

Knipp Ralph J RJ Estrada Rosendo R Sethu Palaniappan P Nantz Michael H MH

Tetrahedron 20140501 21

The relative cleavage of an alcohol from a panel of amino esters and amino carbonates via intramolecular cyclization was examined as a mechanism for substrate release. Thermal stability at 37 °C was observed only for the 7-membered ring progenitors. Applicability of the approach was illustrated by δ-lactam formation within a poly(dimethylsiloxane) microchannel for release of a captured fluorescent probe. ...[more]

PMID: 25061237

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