Issue 12, 1989

Diastereofacial selectivity in the cycloaddition of chiral glyoxylate imines to cyclopentadiene and indene: synthesis of optically active tetrahydroquinolines

Abstract

Imines (1) cycloadd to cyclopentadiene and Indene to afford substituted tetrahydroquinolines with high diastereoisomeric (corresponding to enantiomeric) selectivity when (–)-8-phenylmenthol is used as a chiral auxiliary. Solvent polarity and temperature greatly affect the diastereoisomeric ratios.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1989, 2245-2250

Diastereofacial selectivity in the cycloaddition of chiral glyoxylate imines to cyclopentadiene and indene: synthesis of optically active tetrahydroquinolines

E. Borrione, M. Prato, G. Scorrano, M. Stivanello, V. Lucchini and G. Valle, J. Chem. Soc., Perkin Trans. 1, 1989, 2245 DOI: 10.1039/P19890002245

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