Enantioselective organocatalytic conjugate addition of aldehydes to vinyl sulfones and vinyl phosphonates as challenging michael acceptors
(2009) Chemistry: A European Journal — Vol. 15, n° 13, p. 3204-3220 (2009)
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- Authors
- Abstract
- Chiral amines with a pyrrolidine framework catalyze the enantioselective conjugate addition of a broad range of aldehydes to various vinyl sulfones and vinyl phosphonates in high yields and with enantioselectivities up to >99% ee. This novel process provides synthetically useful chiral γ-gem-sulfonyl or phosphonyl aldehydes which can be widely functionalized with retention of the enantiomeric excess. Mechanistic insights including DFT calculations are explored in detail. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
- Affiliations
ESRF, Grenoble (France) Chimie
Citations
Sulzer-Mossé, S., Alexakis, A., Mareda, J., Bollot, G., Bernardinelli, G., & Filinchuk, Y. (2009). Enantioselective organocatalytic conjugate addition of aldehydes to vinyl sulfones and vinyl phosphonates as challenging michael acceptors. Chemistry: A European Journal, 15(13), 3204-3220. https://doi.org/10.1002/chem.200801892 (Original work published 2009)