14765-30-1Relevant articles and documents
1,4-Addition of diorganozincs to α,β-unsaturated ketones catalyzed by a copper(I)-sulfonamide combined system
Kitamura, Masato,Miki, Takashi,Nakano, Keiji,Noyori, Ryoji
, p. 999 - 1014 (2000)
A mixture of CuCN and N-benzylbenzenesulfonamide catalyzes the 1,4- addition of dialkylzincs or diarylzincs (Cu: Zn = 1: 200 to 1: 10000) to α,β-unsaturated ketones to give, after aqueous workup, the corresponding β-substituted ketones in nearly quantitative yields. A range of cyclic enones having s-cis or s-trans geometries as well as conformationally flexible acyclic enones are usable as substrates. The ethyl group migrates more readily than the methyl and phenyl groups. CuOTf, CuO-t-C4H9, and mesitylcopper can be used in place of CuCN. The in situ-formed alkylzinc enolate, prior to aqueous workup, further undergoes an aldol reaction with aldehydes or Pd(0)-assisted coupling with allyl acetate, resulting in regio- controlled, vicinal carbacondensation products. A catalytic cycle is proposed on the basis of a kinetic study and a structural analysis of the zinc enolate product by NMR and molecular weight measurements.
Compounds having protected hydroxy groups
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, (2008/06/13)
The present invention relates to compounds with protected hydroxy groups of formula (I) These compounds are precursors for organoleptic agents, such as fragrances, and masking agents and for antimicrobial agents. When activated, the compounds of formula (I) are cleaved and form one or more organoleptic and/or antimicrobial compounds.
Precursors for fragrant ketones and fragrant aldehydes
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, (2008/06/13)
The present invention refers to fragrance precursors of formula I for a fragrant ketone of formula II and one or more fragrant aldehydes or ketones of formula III and IV, These fragrance precursors are useful in perfumery, especially in the fine and functional perfumery.
