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A chiral solvent effect in asymmetric organocatalysis.
Org Lett. 2010 May 21; 12(10):2378-81.OL

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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Publisher Full Text (DOI)

Authors+Show Affiliations

North M
School of Chemistry and University Research Centre in Catalysis and Intensified Processing, Bedson Building, Newcastle University, Newcastle upon Tyne, NE1 7RU, UK. michael.north@ncl.ac.uk
Villuendas P
No affiliation info available

MeSH

AldehydesCatalysisKetonesMolecular StructureProlinePropaneSolventsStereoisomerism

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

20397662

Citation

North, Michael, and Pedro Villuendas. "A Chiral Solvent Effect in Asymmetric Organocatalysis." Organic Letters, vol. 12, no. 10, 2010, pp. 2378-81.
North M, Villuendas P. A chiral solvent effect in asymmetric organocatalysis. Org Lett. 2010;12(10):2378-81.
North, M., & Villuendas, P. (2010). A chiral solvent effect in asymmetric organocatalysis. Organic Letters, 12(10), 2378-81. https://doi.org/10.1021/ol1007313
North M, Villuendas P. A Chiral Solvent Effect in Asymmetric Organocatalysis. Org Lett. 2010 May 21;12(10):2378-81. PubMed PMID: 20397662.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - A chiral solvent effect in asymmetric organocatalysis. AU - North,Michael, AU - Villuendas,Pedro, PY - 2010/4/20/entrez PY - 2010/4/20/pubmed PY - 2010/8/13/medline SP - 2378 EP - 81 JF - Organic letters JO - Org Lett VL - 12 IS - 10 N2 - 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. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/20397662/A_chiral_solvent_effect_in_asymmetric_organocatalysis_ L2 - https://doi.org/10.1021/ol1007313 DB - PRIME DP - Unbound Medicine ER -