A Diversity-Oriented Approach to Spiroindolines: Post-Ugi Gold-Catalyzed Diastereoselective Domino Cyclization

A Diversity-Oriented Approach to Spiroindolines: Post-Ugi Gold-Catalyzed Diastereoselective Domino Cyclization

Caught “Spiro” handed: A diversity‐oriented approach comprised of an Ugi four‐component reaction and a diastereoselective gold(I)‐catalyzed domino cyclization for the generation of complex spiroindolines under mild conditions has been developed. Variously substituted spiroindolines were synthesized...

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Veröffentlicht in:Angewandte Chemie International Edition 2012-09, Vol.51 (38), p.9572-9575
Hauptverfasser: Modha, Sachin G., Kumar, Amit, Vachhani, Dipak D., Jacobs, Jeroen, Sharma, Sunil K., Parmar, Virinder S., Van Meervelt, Luc, Van der Eycken, Erik V.
Format: Artikel
Sprache:eng
Schlagworte:
alkynes
Catalysis
Chemical reactions
Crystallography, X-Ray
Cyclization
Gold
Gold - chemistry
indoles
Indoles - chemical synthesis
Indoles - chemistry
Models, Molecular
Molecular Structure
Organogold Compounds - chemistry
Spiro Compounds - chemical synthesis
Spiro Compounds - chemistry
spiroindolines
Stereoisomerism
Synthesis
Ugi
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Zusammenfassung:Caught “Spiro” handed: A diversity‐oriented approach comprised of an Ugi four‐component reaction and a diastereoselective gold(I)‐catalyzed domino cyclization for the generation of complex spiroindolines under mild conditions has been developed. Variously substituted spiroindolines were synthesized in good to excellent yields and with complete diastereoselectivity.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201205052