Literature DB >> 20397662

A chiral solvent effect in asymmetric organocatalysis.

Michael North1, Pedro Villuendas.   

Abstract

Proline-catalyzed aldol reactions between enolizable ketones and aromatic aldehydes can be carried out in propylene carbonate. When enantiomerically pure propylene carbonate is used, the combination of (R)-proline and (R)-propylene carbonate constitutes a matched pair, while (S)-proline and (R)-propylene carbonate constitutes a mismatched pair.

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Year:  2010        PMID: 20397662     DOI: 10.1021/ol1007313

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Chiral recognition of liquid phase dimers from gamma-valerolactone racemic mixture.

Authors:  Felippe M Colombari; André F de Moura; Luiz Carlos G Freitas
Journal:  J Mol Model       Date:  2018-07-26       Impact factor: 1.810

2.  Kinetics and mechanism of vanadium catalysed asymmetric cyanohydrin synthesis in propylene carbonate.

Authors:  Michael North; Marta Omedes-Pujol
Journal:  Beilstein J Org Chem       Date:  2010-11-03       Impact factor: 2.883

3.  Proline-catalysed amination reactions in cyclic carbonate solvents.

Authors:  Christopher Beattie; Michael North; Pedro Villuendas
Journal:  Molecules       Date:  2011-04-21       Impact factor: 4.411

  3 in total

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