Iron(II) and Zinc(II) Complexes with Designed pybox Ligand for Asymmetric Aqueous Mukaiyama-Aldol Reactions

Autor: Jacek Mlynarski, Bartosz Rakiel, Joanna Jankowska, Joanna Paradowska
Rok vydání: 2007
Předmět:
Zdroj: The Journal of Organic Chemistry. 72:2228-2231
ISSN: 1520-6904
0022-3263
DOI: 10.1021/jo0621470
Popis: 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.
Databáze: OpenAIRE