Synthesis of Medium-Sized Carbocycles by Gallium-Catalyzed Tandem Carbonyl-Olefin Metathesis/Transfer Hydrogenation
Alexandre Djurovic, Marie Vayer, Zhilong Li, Regis Guillot, Jean-Pierre Baltaze, Vincent Gandon* and Christophe Bour*
*Institut de Chimie Moléculaire et des Matériaux d’Orsay, Université Paris-Sud, Université Paris-Saclay, Bâtiment 420, Orsay 91405 Cedex, France,
Email: vincent.gandonu-psud.fr, christophe.bour
u-psud.fr
A. Djurovic, M. Vayer, Z. Li, R. Guillot, J.-P. Baltaze, V. Gandon, C. Bour, Org. Lett., 2019, 21, 8132-8137.
DOI: 10.1021/acs.orglett.9b03240
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Abstract
[IPr·GaCl2][SbF6] catalyzes a tandem process involving a ring-closing carbonyl-olefin metathesis and a transfer hydrogenation in the presence of 1,4-cyclohexadiene as an H2 surrogate to reduce the cyclic alkene intermediates. This stereoselective reaction leads to 1,2-cis-disubstituted cyclopentanes and various cyclohexanes.
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Key Words
cyclopentanes, 1,4-cyclohexadiene
ID: J54-Y2019