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Iron(II) and zinc(II) complexes with designed pybox ligand for asymmetric aqueous Mukaiyama-aldol reactions.
J Org Chem. 2007 Mar 16; 72(6):2228-31.JO

Abstract

An iron(II) complex with a hindered hydroxyethyl-pybox (he-pybox) ligand shows improved catalytic activity and enantioselectivity for asymmetric Mukaiyama-aldol reactions in aqueous media. This water-stable chiral Lewis acid promotes condensation of aromatic silyl enol ethers with a range of aldehydes with good yields, excellent syn-diastereoselectivity and up to 92% ee. The combination of the same ligand with ZnII salt is also demonstrated as a remarkably efficient and water-compatible chiral Lewis acid.

Authors+Show Affiliations

Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

17315931

Citation

Jankowska, Joanna, et al. "Iron(II) and zinc(II) Complexes With Designed Pybox Ligand for Asymmetric Aqueous Mukaiyama-aldol Reactions." The Journal of Organic Chemistry, vol. 72, no. 6, 2007, pp. 2228-31.
Jankowska J, Paradowska J, Rakiel B, et al. Iron(II) and zinc(II) complexes with designed pybox ligand for asymmetric aqueous Mukaiyama-aldol reactions. J Org Chem. 2007;72(6):2228-31.
Jankowska, J., Paradowska, J., Rakiel, B., & Mlynarski, J. (2007). Iron(II) and zinc(II) complexes with designed pybox ligand for asymmetric aqueous Mukaiyama-aldol reactions. The Journal of Organic Chemistry, 72(6), 2228-31.
Jankowska J, et al. Iron(II) and zinc(II) Complexes With Designed Pybox Ligand for Asymmetric Aqueous Mukaiyama-aldol Reactions. J Org Chem. 2007 Mar 16;72(6):2228-31. PubMed PMID: 17315931.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Iron(II) and zinc(II) complexes with designed pybox ligand for asymmetric aqueous Mukaiyama-aldol reactions. AU - Jankowska,Joanna, AU - Paradowska,Joanna, AU - Rakiel,Bartosz, AU - Mlynarski,Jacek, Y1 - 2007/02/22/ PY - 2007/2/24/pubmed PY - 2007/2/24/medline PY - 2007/2/24/entrez SP - 2228 EP - 31 JF - The Journal of organic chemistry JO - J Org Chem VL - 72 IS - 6 N2 - An iron(II) complex with a hindered hydroxyethyl-pybox (he-pybox) ligand shows improved catalytic activity and enantioselectivity for asymmetric Mukaiyama-aldol reactions in aqueous media. This water-stable chiral Lewis acid promotes condensation of aromatic silyl enol ethers with a range of aldehydes with good yields, excellent syn-diastereoselectivity and up to 92% ee. The combination of the same ligand with ZnII salt is also demonstrated as a remarkably efficient and water-compatible chiral Lewis acid. SN - 0022-3263 UR - https://www.unboundmedicine.com/medline/citation/17315931/Iron_II__and_zinc_II__complexes_with_designed_pybox_ligand_for_asymmetric_aqueous_Mukaiyama_aldol_reactions_ L2 - https://doi.org/10.1021/jo0621470 DB - PRIME DP - Unbound Medicine ER -
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