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WIREs Comput Mol Sci
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Proline‐derived organocatalysis and synergism between theory and experiments

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The ability of proline and its derivatives toward catalyzing asymmetric organic reactions is highlighted. Illustration of the impact of interdisciplinary efforts between computational and experimental research is provided through a number of interesting examples. © 2011 John Wiley & Sons, Ltd. WIREs Comput Mol Sci 2011 1 920–931 DOI: 10.1002/wcms.37

This article is categorized under:

  • Molecular and Statistical Mechanics > Molecular Dynamics and Monte-Carlo Methods
Figure 1.

Representative examples of proline‐catalyzed reactions.

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Figure 2.

Key elementary steps involved in the proline‐catalyzed aldol reaction between acetone and an aldehyde (RCHO).

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Figure 3.

The role of carboxylic acid in the stereoselectivity‐determining transition state.

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Figure 4.

HPESW reaction catalyzed by a b‐proline cispentacin.

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Figure 5.

Select examples of pyrrolidine variants used as organocatalysts asymmetric aldol reaction.

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Figure 6.

Comparison between enamine and oxazolidinone pathways in proline catalyzed self‐aldol reaction of propanal.

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Figure 7.

Diarylprolinolether catalyzed asymmetric reactions (examples are from Jorgensen's group (Ref 101), except the Michael reaction (Ref 102)).

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