Diastereofacial selectivity in the cycloaddition of chiral glyoxylate imines to cyclopentadiene and indene: synthesis of optically active tetrahydroquinolines
- 1 January 1989
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 12,p. 2245-2250
- https://doi.org/10.1039/p19890002245
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.This publication has 0 references indexed in Scilit: