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Direct asymmetric aldol-Tishchenko reaction of aliphatic ketones catalyzed by syn-aminoalcohol-Yb(III) complexes.
Chem Commun (Camb). 2005 Oct 14CC

Abstract

The asymmetric direct aldol condensation of aldehydes with ethyl- and propylketones is catalyzed by syn-alpha-aminoalcohol-Yb(OTf)3 complexes, yielding the anti-1,3-diol monoesters with high diastereocontrol and good enantioselectivity. Three adjacent stereogenic centers are created in a simultaneous aldol condensation and Evans-Tishchenko reduction in an acyclic system.

Authors+Show Affiliations

Institute of Organic Chemistry, Polish Academy of Sciences, Warsaw. mlynar@icho.edu.plNo affiliation info availableNo affiliation info available

Pub Type(s)

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

Language

eng

PubMed ID

16193137

Citation

Mlynarski, Jacek, et al. "Direct Asymmetric aldol-Tishchenko Reaction of Aliphatic Ketones Catalyzed By syn-aminoalcohol-Yb(III) Complexes." Chemical Communications (Cambridge, England), 2005, pp. 4854-6.
Mlynarski J, Jankowska J, Rakiel B. Direct asymmetric aldol-Tishchenko reaction of aliphatic ketones catalyzed by syn-aminoalcohol-Yb(III) complexes. Chem Commun (Camb). 2005.
Mlynarski, J., Jankowska, J., & Rakiel, B. (2005). Direct asymmetric aldol-Tishchenko reaction of aliphatic ketones catalyzed by syn-aminoalcohol-Yb(III) complexes. Chemical Communications (Cambridge, England), (38), 4854-6.
Mlynarski J, Jankowska J, Rakiel B. Direct Asymmetric aldol-Tishchenko Reaction of Aliphatic Ketones Catalyzed By syn-aminoalcohol-Yb(III) Complexes. Chem Commun (Camb). 2005 Oct 14;(38)4854-6. PubMed PMID: 16193137.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Direct asymmetric aldol-Tishchenko reaction of aliphatic ketones catalyzed by syn-aminoalcohol-Yb(III) complexes. AU - Mlynarski,Jacek, AU - Jankowska,Joanna, AU - Rakiel,Bartosz, Y1 - 2005/08/30/ PY - 2005/9/30/pubmed PY - 2007/3/16/medline PY - 2005/9/30/entrez SP - 4854 EP - 6 JF - Chemical communications (Cambridge, England) JO - Chem. Commun. (Camb.) IS - 38 N2 - The asymmetric direct aldol condensation of aldehydes with ethyl- and propylketones is catalyzed by syn-alpha-aminoalcohol-Yb(OTf)3 complexes, yielding the anti-1,3-diol monoesters with high diastereocontrol and good enantioselectivity. Three adjacent stereogenic centers are created in a simultaneous aldol condensation and Evans-Tishchenko reduction in an acyclic system. SN - 1359-7345 UR - https://www.unboundmedicine.com/medline/citation/16193137/Direct_asymmetric_aldol_Tishchenko_reaction_of_aliphatic_ketones_catalyzed_by_syn_aminoalcohol_Yb_III__complexes_ L2 - https://doi.org/10.1039/b509505k DB - PRIME DP - Unbound Medicine ER -