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Highly active organocatalysts for asymmetric anti-Mannich reactions.
Chemistry. 2011 Aug 01; 17(32):8780-3.C

Abstract

Lighten the load! A family of enantiopure 4-oxy-substituted 3-aminopyrrolidines arising from the enantioselective ring-opening of meso-3-pyrroline oxide have been developed as catalysts for the asymmetric, anti-selective Mannich reaction (see scheme; PMP=p-methoxyphenyl; PG=protecting group). Very high catalytic activity (down to 0.01 mol % loading) and stereoselectivity have been recorded.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Martín-Rapún R
Institute of Chemical Research of Catalonia (ICIQ), Tarragona, Spain.
Fan X
No affiliation info available
Sayalero S
No affiliation info available
Bahramnejad M
No affiliation info available
Cuevas F
No affiliation info available
Pericàs MA
No affiliation info available

MeSH

AldehydesAminesCatalysisIminesKetonesMolecular StructurePyrrolidinesStereoisomerism

Pub Type(s)

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

Language

eng

PubMed ID

21735502

Citation

Martín-Rapún, Rafael, et al. "Highly Active Organocatalysts for Asymmetric anti-Mannich Reactions." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 17, no. 32, 2011, pp. 8780-3.
Martín-Rapún R, Fan X, Sayalero S, et al. Highly active organocatalysts for asymmetric anti-Mannich reactions. Chemistry. 2011;17(32):8780-3.
Martín-Rapún, R., Fan, X., Sayalero, S., Bahramnejad, M., Cuevas, F., & Pericàs, M. A. (2011). Highly active organocatalysts for asymmetric anti-Mannich reactions. Chemistry (Weinheim an Der Bergstrasse, Germany), 17(32), 8780-3. https://doi.org/10.1002/chem.201101513
Martín-Rapún R, et al. Highly Active Organocatalysts for Asymmetric anti-Mannich Reactions. Chemistry. 2011 Aug 1;17(32):8780-3. PubMed PMID: 21735502.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Highly active organocatalysts for asymmetric anti-Mannich reactions. AU - Martín-Rapún,Rafael, AU - Fan,Xinyuan, AU - Sayalero,Sonia, AU - Bahramnejad,Mahboubeh, AU - Cuevas,Félix, AU - Pericàs,Miquel A, Y1 - 2011/07/06/ PY - 2011/05/16/received PY - 2011/7/8/entrez PY - 2011/7/8/pubmed PY - 2013/3/1/medline SP - 8780 EP - 3 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 17 IS - 32 N2 - Lighten the load! A family of enantiopure 4-oxy-substituted 3-aminopyrrolidines arising from the enantioselective ring-opening of meso-3-pyrroline oxide have been developed as catalysts for the asymmetric, anti-selective Mannich reaction (see scheme; PMP=p-methoxyphenyl; PG=protecting group). Very high catalytic activity (down to 0.01 mol % loading) and stereoselectivity have been recorded. SN - 1521-3765 UR - https://www.unboundmedicine.com/medline/citation/21735502/Highly_active_organocatalysts_for_asymmetric_anti_Mannich_reactions_ L2 - https://doi.org/10.1002/chem.201101513 DB - PRIME DP - Unbound Medicine ER -