Organocatalytic synthesis of spiro compounds via a cascade Michael–Michael-aldol reaction
- 23 August 2010
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- Vol. 46 (37) , 6953-6955
Abstract
The synthesis of spiro compounds via a Michael–Michael-aldol reaction is reported. The reaction affords spirooxindole derivatives in good yields and in almost diastereo- and enantiopure form. Moreover, the reaction works with several heterocycles such as oxindoles, benzofuranones, pyrazolones or azlactones rendering the final spiro compounds in good yields and excellent stereoselectivities.Keywords
This publication has 25 references indexed in Scilit:
- Organocatalytic cascade reactions as a new tool in total synthesisNature Chemistry, 2010
- Organocatalytic Domino ReactionsCurrent Organic Chemistry, 2009
- The economies of synthesisChemical Society Reviews, 2009
- Selected Synthetic Strategies to SpirocyclicsSynthesis, 2009
- Natürliche Pyrrolidinylspirooxindole als Vorlagen für die Entwicklung medizinischer WirkstoffeAngewandte Chemie, 2007
- Asymmetric Organocatalytic Domino ReactionsAngewandte Chemie International Edition, 2007
- Control of four stereocentres in a triple cascade organocatalytic reactionNature, 2006
- A Library of Spirooxindoles Based on a Stereoselective Three-Component Coupling ReactionJournal of the American Chemical Society, 2004
- Eine chemische Denksportaufgabe: die Totalsynthese von GelseminAngewandte Chemie, 2003
- Total Synthesis of SR 121463 A, a Highly Potent and Selective Vasopressin V2Receptor AntagonistThe Journal of Organic Chemistry, 2001