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Highly enantioselective direct aldol reaction catalyzed by organic molecules.
Org Lett. 2006 Aug 31; 8(18):4097-9.OL

Abstract

We have demonstrated that a new class of l-proline-based organic compounds catalyzed the direct aldol reaction between aldehydes and acetone to provide beta-hydroxy ketones in good yields. The reaction is efficient, and 5-10 mol % of the catalyst and excellent enantioselectivities (97-99% ee) were obtained in both aromatic and aliphatic aldehydes. The presence of a gem-diphenyl group at the beta-carbon is necessary for high enantioselectivity.

Authors+Show Affiliations

Department of Chemistry, Indian Institute of Technology, Kanpur, India 208 016.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

16928083

Citation

Raj, Monika, et al. "Highly Enantioselective Direct Aldol Reaction Catalyzed By Organic Molecules." Organic Letters, vol. 8, no. 18, 2006, pp. 4097-9.
Raj M, Vishnumaya V, Ginotra SK, et al. Highly enantioselective direct aldol reaction catalyzed by organic molecules. Org Lett. 2006;8(18):4097-9.
Raj, M., Vishnumaya, V., Ginotra, S. K., & Singh, V. K. (2006). Highly enantioselective direct aldol reaction catalyzed by organic molecules. Organic Letters, 8(18), 4097-9.
Raj M, et al. Highly Enantioselective Direct Aldol Reaction Catalyzed By Organic Molecules. Org Lett. 2006 Aug 31;8(18):4097-9. PubMed PMID: 16928083.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Highly enantioselective direct aldol reaction catalyzed by organic molecules. AU - Raj,Monika, AU - Vishnumaya,Vishnumaya, AU - Ginotra,Sandeep K, AU - Singh,Vinod K, PY - 2006/8/25/pubmed PY - 2006/8/25/medline PY - 2006/8/25/entrez SP - 4097 EP - 9 JF - Organic letters JO - Org Lett VL - 8 IS - 18 N2 - We have demonstrated that a new class of l-proline-based organic compounds catalyzed the direct aldol reaction between aldehydes and acetone to provide beta-hydroxy ketones in good yields. The reaction is efficient, and 5-10 mol % of the catalyst and excellent enantioselectivities (97-99% ee) were obtained in both aromatic and aliphatic aldehydes. The presence of a gem-diphenyl group at the beta-carbon is necessary for high enantioselectivity. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/16928083/Highly_enantioselective_direct_aldol_reaction_catalyzed_by_organic_molecules_ L2 - https://doi.org/10.1021/ol0616081 DB - PRIME DP - Unbound Medicine ER -
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