Journal
TETRAHEDRON LETTERS
Volume 50, Issue 26, Pages 3719-3722Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.04.001
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Funding
- Centre National de Recherche Scientifique (CNRS)
- Ministere de l'Education et de la Recherche
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A sequential and efficient catalytic preparation of polycyclic heterocycles, including tetrahydro furo- or cyclopenta- pyran, hexahydropyrano pyrrolidine, and tetrahydroisochromene derivatives is described based oil a gold-catalyzed cycloisomerization reaction followed by a Ru-catalyzed ring-closing metathesis An isomerization of the alkene moiety leading diastereoselectively to cis tetrahydrocyclopenta[c]pyran and tetrahydro-1H-furo[3,4-c]pyran is observed in some cases. The catalytic hydrogenation reactions of these tetrahydropyrans led to the formation of polycyclic-functionalized saturated compounds. (C) 2009 Elsevier Ltd. All rights reserved.
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