Download Lecture 1: Key Concepts in Stereoselective Synthesis

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Transcript
This work is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License.
Update to 2012
Bode Research Group
http://www.bode.ethz.ch/
Krische Science 2012, 336, 324
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ENANTIOSELECTIVE ALDOL REACTIONS
3.1
Types of aldol reactions
3.2
Mukaiyama aldol reaction
3.2.1 Background and mechanism
The crossed aldol reaction between a silyl enolate and a carbonyl compound in the presence of Lewis acid is
referred to as a Mukaiyama aldol reaction.
Mukaiyama Chem. Lett. 1973, 1011
Mechanism:
- Diastereoselection.
- Stereochemical outcome is explained by open-transition model, based on steric- and dipolar effects.
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