Rhodium-Catalyzed [3 + 2] Annulation of Indoles

Rhodium-Catalyzed [3 + 2] Annulation of Indoles

An effective Rh2(S-DOSP)4-catalyzed asymmetric cyclopentannulation of indolyl rings has been developed. Depending on the substitution pattern of the indole, two distinct regioisomeric products can be generated. These studies demonstrate that rhodium-catalyzed reactions of donor/acceptor carbenoids p...

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Veröffentlicht in:Journal of the American Chemical Society 2010-01, Vol.132 (2), p.440-441
Hauptverfasser: Lian, Yajing, Davies, Huw M. L
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Cyclization
Indoles - chemical synthesis
Indoles - chemistry
Molecular Structure
Organometallic Compounds - chemistry
Rhodium - chemistry
Stereoisomerism
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Zusammenfassung:An effective Rh2(S-DOSP)4-catalyzed asymmetric cyclopentannulation of indolyl rings has been developed. Depending on the substitution pattern of the indole, two distinct regioisomeric products can be generated. These studies demonstrate that rhodium-catalyzed reactions of donor/acceptor carbenoids proceeding by means of zwitterionic intermediates can be carried out with very high asymmetric induction.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja9078094