A new approach to 2,2-disubstituted chromenes and tetrahydroquinolines through intramolecular cyclization of chiral 3,4-epoxy alcohols |
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| Authors: | Jean-Yves Goujon Jean-Mathieu Chrétien Isabelle Beaudet |
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| Institution: | Laboratoire de Synthèse Organique, UMR CNRS 6513 and FR CNRS 2465, Faculté des Sciences et des Techniques, 2 rue de la Houssinière, BP 92208, 44322 Nantes Cedex 03, France |
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| Abstract: | An efficient route to chiral chromene and tetrahydroquinoline ring models 3 and 4 was developed by means of the vanadium epoxidation of chiral homoallylic alcohols 12 and 19 followed by an intramolecular epoxide opening of 3,4-epoxy alcohols 14 and 20. The configuration of all compounds was confirmed using NMR analysis. |
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| Keywords: | Chromene Tetrahydroquinoline 2H-1-Benzopyrane |
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