Highly Diastereoselective [3+2] Cyclopenta[b]annulation of Indoles with2‐Arylcyclopropyl Ketones and Diesters
- 13 November 2006
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 2006 (23) , 5378-5386
Abstract
A highly diastereoselective Lewis acid (BF3·Et2O or TiCl4) induced [3+2] cycloaddition of substituted and unsubstituted indoles with 2‐arylcyclopropyl ketones/diesters yielding cyclopenta[b]indoles in high yields is reported. This methodology has also been extended to tetrahydrocarbazole, cyclopenta[b]‐ and cyclohepta[b]indoles affording tetracyclic propellane type frameworks in modest yields. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)Keywords
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