Inter??and Intramolecular Hetero Diels??Alder Reactions, Part XXVI. Diastereoselectivity and Kinetics of Intermolecular Hetero Diels??Alder Reactions under High …
M Buback, W Tost, T Hübsch, E Voß…
Index: Buback, Michael; Tost, Winfried; Huebsch, Thomas; Voss, Edgar; Tietze, Lutz F. Chemische Berichte, 1989 , vol. 122, p. 1179 - 1186
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Abstract
Abstract The Hetero Diels-Alder reaction of the enamino ketones 5a–d and ethyl vinyl ether (2) to give the dihydropyrans 6a–d and 7a–d is studied in dichloromethane and in heptane/isodurene under high pressure up to 7 kbar at temperatures between 0.5 and 130 C. The kinetics is measured by on-line FT-IR spectroscopy. The cycloaddition shows a remarkable pressure-dependent increase of diastereoselectivity in favour of the cis ...
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