Venkatesh, Chelvam ; Singh, Prabal P. ; Ila, Hiriyakkanavar ; Junjappa, Hiriyakkanavar (2006) Highly diastereoselective [3+2] cyclopenta[b]annulation of indoles with 2-arylcyclopropyl ketones and diesters European Journal of Organic Chemistry, 2006 (23). pp. 5378-5386. ISSN 1434-193X
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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/ejoc.20...
Related URL: http://dx.doi.org/10.1002/ejoc.200600342
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.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley and Sons, Inc. |
| Keywords: | [3+2] Cycloaddition; Cyclopenta[b]indoles; Synthetic Methods; Diastereoselectivity; Propellanes |
| ID Code: | 24093 |
| Deposited On: | 29 Nov 2010 10:27 |
| Last Modified: | 22 Feb 2011 04:50 |
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