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Synlett 2014; 25(16): 2289-2292
DOI: 10.1055/s-0034-1378372
DOI: 10.1055/s-0034-1378372
cluster
Shortcut Approach to Cyclopenta[b]indoles by [3+2] Cyclodimerization of Indole-Derived Cyclopropanes
Weitere Informationen
Publikationsverlauf
Received: 16. Mai 2014
Accepted after revision: 11. Juni 2014
Publikationsdatum:
16. Juli 2014 (online)
Abstract
A new straightforward approach to 3-indolyl-derived cyclopenta[b]indoles by a Lewis acid triggered [3+2] cyclodimerization of 2-(3-indolyl)cyclopropane-1,1-dicarboxylic acid diesters was developed. This reaction exhibits exceptional chemo-, regio-, and diastereoselectivities, leading to the formation of an individual diastereomer with a relative configuration that corresponds to that of naturally occurring indole terpenoids.
Key words
annulations - dimerizations - fused-ring systems - indoles - regioselectivity - stereoselectivitySupporting Information
- for this article is available online at http://www.thieme-connect.com/products/ejournals/journal/ 10.1055/s-00000083.
- Supporting Information
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