A complex derived from the enantiomeric bipiperidine and copper(II) acetate hydrate is an efficient catalyst for the enantioselective Henry reaction. The easy availability of both catalyst components, mild reaction conditions, high yield, and good to excellent enantioselectivity make the catalyst useful for everyday practice.
Two different approaches for asymmetric catalytic Wittig [2,3]-rearrangement were developed. Allyloxymalonate derivatives were converted into homoallyl alcohols via organocatalytic or Ca-catalyzed pathways in moderate to high enantioselectivities.
A mild protocol for the asymmetric Michael addition of dimethyl malonate to various α,β-unsaturated carbonyl compounds was developed. The salient feature of this methodology is that a cheap and environmentally friendly Lewis acid, CaCl2, was used as a catalyst. An aminoindanol- and pyridine-derived ligand provided in the presence of CaCl2 Michael adducts in moderate to high enantioselectivities. The scope of the reaction was demonstrated.
Enantioselective Henry Reaction Catalyzed by Cu II Salt and Bipiperidine. -The complexes generated from Cu(OAc)2 and the bipiperidines IBP and SBP are efficient catalysts for the enantioselective Henry reaction. They allow formation of nitro alcohols in good yields and high enantioselectivity under mild conditions. -(NOOLE, A.; LIPPUR, K.; METSALA, A.; LOPP, M.; KANGER*, T.; J.
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