Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 352, Issue 18, Pages 3201-3207Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201000650
Keywords
asymmetric catalysis; domino reactions; organocatalysis; alpha-substituted alpha,beta-unsaturated aldehydes; terminal aziridines
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Funding
- Swedish National Research Council
- Wenner-Gren-Foundation
- VR
- Swedish Governmental Agency for Innovation Systems (VINNOVA)
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The first example of a highly enantioselective organocatalytic aziridination of alpha-substituted alpha,beta-unsaturated aldehydes is presented. The reaction is catalyzed by simple chiral amines and gives access to highly functional terminal azirdines containing an alpha-tertiary amine stereocenter in high yields and enantiomeric ratios (95.5:4.5-98:2).
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