The Impact of the Mukaiyama Aldol Reaction in Total Synthesis |
| |
Authors: | Dr S B Jennifer Kan Kenneth K‐H Ng Prof Dr Ian Paterson |
| |
Institution: | 1. Laboratory of Synthetic Organic Chemistry and Special Laboratory of Organocatalytic Chemistry, Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606‐8502 (Japan);2. University Chemical Laboratory, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW (UK) http://www‐paterson.ch.cam.ac.uk |
| |
Abstract: | Four decades since Mukaiyama’s first reports on the successful application of silicon and boron enolates in directed aldol reactions, the ability of this highly controlled carbon–carbon bond‐forming method to simultaneously define stereochemistry, introduce complexity, and construct the carbon skeleton with a characteristic 1,3‐oxygenation pattern has made it a powerful tool for natural product synthesis. This Minireview highlights a number of representative total syntheses that demonstrate the impact of the Mukaiyama aldol reaction and discusses the underlying mechanistic rationale that determines the stereochemical outcomes. |
| |
Keywords: | aldol reaction enolates natural products polyketides stereocontrol |
|
|