title: Controlling Selectivity for Cycloadditions of Nitrones and Alkenes Tethered by Benzimidazoles: Combining Experiment and Theory.
abstract: Herein we describe a combined experimental/theoretical study on the effects of substituents on regio- and stereoselectivity in intramolecular 1,3-dipolar cycloadditions of nitrones and alkenes tethered by benzimidazoles. By employing a large substituent at position R2or R3, complete selectivity was achieved for either the fused or bridged cycloadduct, respectively. In addition, these cycloadducts were formed as single diastereomers in all of the cycloadditions examined.
authors: Department of Chemistry, University of California, Davis, One Shields Avenue, Davis, CA 95616.
authors: Liping
authors: L
authors: Meng
authors: Selina C
authors: SC
authors: Wang
authors: James C
authors: JC
authors: Fettinger
authors: Mark J
authors: MJ
authors: Kurth
authors: Dean J
authors: DJ
authors: Tantillo
keywords: Dipolar cycloaddition; Nitrone; Quantum chemical calculations; Stereoselectivity; Substituent effects