Abstract

Two-dimensional rotating-frame nuclear Overhauser enhancement (ROESY) NMR spectra are used to determine the absolute configuration of (+)-diphenyl-phosphine-2,3-dimethyl-7-phenyl-7-phosphabicyclo[2.2.1]hept-2-ene. This diphosphine ligand is obtained from the palladium complex-promoted Diels-Alder reaction between diphenylvinylphosphine and 1-phenyl-3,3-dimethylphosphole in the presence of (R)-dimethyl(1-(α-naphthyl)ethylamine as the chiral auxiliary. The origin of the stereoselectivity in this asymmetric reaction is also revealed by solution NMR studies.

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