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Direct asymmetric aldol reaction with recyclable fluorous organocatalyst.
Org Lett. 2010 Apr 02; 12(7):1620-3.OL

Abstract

Direct asymmetric aldol reactions of aldehydes with ketones in the presence of a catalytic amount of fluorous sulfonamide 4 and trifluoroacetic acid result in the corresponding aldol products in high yields with up to 96% ee. The fluorous organocatalyst 4 can be readily recovered from the reaction mixture by fluorous solid-phase extraction and could be reused without a significant loss of the catalytic activity and enantioselectivity.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Miura T
Gifu Pharmaceutical University, 1-25-4 Daigaku-nishi, Gifu, 501-1196, Japan. miura@gifu-pu.ac.jp
Imai K
No affiliation info available
Ina M
No affiliation info available
Tada N
No affiliation info available
Imai N
No affiliation info available
Itoh A
No affiliation info available

MeSH

AlcoholsAldehydesCatalysisCyclizationHydrocarbons, FluorinatedKetonesMolecular StructureSolid Phase ExtractionStereoisomerismSulfonamides

Pub Type(s)

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

Language

eng

PubMed ID

20210332

Citation

Miura, Tsuyoshi, et al. "Direct Asymmetric Aldol Reaction With Recyclable Fluorous Organocatalyst." Organic Letters, vol. 12, no. 7, 2010, pp. 1620-3.
Miura T, Imai K, Ina M, et al. Direct asymmetric aldol reaction with recyclable fluorous organocatalyst. Org Lett. 2010;12(7):1620-3.
Miura, T., Imai, K., Ina, M., Tada, N., Imai, N., & Itoh, A. (2010). Direct asymmetric aldol reaction with recyclable fluorous organocatalyst. Organic Letters, 12(7), 1620-3. https://doi.org/10.1021/ol1003719
Miura T, et al. Direct Asymmetric Aldol Reaction With Recyclable Fluorous Organocatalyst. Org Lett. 2010 Apr 2;12(7):1620-3. PubMed PMID: 20210332.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Direct asymmetric aldol reaction with recyclable fluorous organocatalyst. AU - Miura,Tsuyoshi, AU - Imai,Kie, AU - Ina,Mariko, AU - Tada,Norihiro, AU - Imai,Nobuyuki, AU - Itoh,Akichika, PY - 2010/3/10/entrez PY - 2010/3/10/pubmed PY - 2010/6/25/medline SP - 1620 EP - 3 JF - Organic letters JO - Org Lett VL - 12 IS - 7 N2 - Direct asymmetric aldol reactions of aldehydes with ketones in the presence of a catalytic amount of fluorous sulfonamide 4 and trifluoroacetic acid result in the corresponding aldol products in high yields with up to 96% ee. The fluorous organocatalyst 4 can be readily recovered from the reaction mixture by fluorous solid-phase extraction and could be reused without a significant loss of the catalytic activity and enantioselectivity. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/20210332/Direct_asymmetric_aldol_reaction_with_recyclable_fluorous_organocatalyst_ L2 - https://doi.org/10.1021/ol1003719 DB - PRIME DP - Unbound Medicine ER -