Tetrahedron Letters p. 2191 - 2194 (1984)
Update date:2022-09-26
Topics:
Poll, Thomas
Helmchen, Guenther
Bauer, Bernd
Diels-Alder reactions of the acrylate of (S)-ethyl lactate with cyclopentadiene proceed with diastereoface-selectivity of up to 85:15 (non catalyzed) and 93:7 (TiCl4-promoted).Depending on the Lewis acid, products of inverse configuration are obtained.In conjunction with facile product analysis by LC, effective means for suppression of the polymerization of diene, and virtually epimerization-free ester hydrolysis these findings constitute a method for large scale practical applications of the asymmetric Diels-Alder reaction.
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Doi:10.1557/JMR.2000.0014
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(2018)
