Regio‐ and stereo‐selectivity in the silylation of 2,6‐diethyl‐3,4,7,8‐tetramethyl‐1,5‐dihydro‐s‐indacene |
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| Authors: | M Dahrouch F Burgos A Castel I Chavez H Gornitzka J M Manriquez P Rivière M Rivière‐Baudet J Alvarez M Onyszchuk |
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| Institution: | 1. Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad de Concepción, Casilla 160‐C, Concepción, Chile;2. Instituto de Química, Facultad de Ciencias, Universitad Austral de Chile, Campus Isla Teja, Los Laureles s/n, Casilia 567, Valdivia, Chile;3. Laboratoire d'Hétérochimie Fondamentale et Appliquée, UMR 5069 du CNRS, Université Paul Sabatier, 118 route de Narbonne, 31062 Toulouse cedex 9, France;4. Facultad de Química, Pontificia Universidad Católica de Chile, casilla 306, correo 22, Santiago de Chile, Chile;5. Department of Chemistry, Mc Gill University, 801 Sherbrooke street west, Montreal, Quebec, Canada H3A2K6 |
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| Abstract: | Disilylation of 2,6‐diethyl‐3,4,7,8‐tetramethyl‐1,5‐dihydro‐s‐indacene is regioselective and stereoselective. The stereoselectivity was modified by changing the experimental conditions, allowing an understanding of the reaction mechanism. The structure of the ‘meso’ diastereoisomer was established by X‐ray diffraction. Copyright © 2006 John Wiley & Sons, Ltd. |
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| Keywords: | hexaalkyl‐1 5‐dihydro‐s‐indacenyl dianion regioselective and stereo selective silylation |
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