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/
Lecka JACS 1998, 120, 4548; JOC 1998, 63, 6090
- Chiral binuclear cationic Pd(II) complex
Sodeoka JACS 1998, 120, 2474
- Chiral phosphine Ag(I) complex
Snapper&Hoveyda JACS 2004, 126, 3734
4.2.3 Direct catalytic enantioselective Mannich reactions
- Direct Mannich reactions have been explored with both metal catalysts and organocatalysts more
intensively than aldol variants possibly due to the lack of retro reactions, which are normally problematic in
aldol reaction.
- List succeeded in using acetaldehyde as nucleophiles in direct Mannich reactions.
List Nature 2008, 452, 453
4.3
Enantioselective Strecker reactions
- Jacobsen reported one of the first catalytic, asymmetric variants of Strecker reaction, using chiral urea as a
catalyst. The hydrogen bonding between imine and catalyst is responsible for the induction of chirality.
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