Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (S)-2-Bromosuccinic acid, is researched, Molecular C4H5BrO4, CAS is 20859-23-8, about Total synthesis of (+)-kalafungin using a tandem Michael-Dieckmann approach.SDS of cas: 20859-23-8.
A stereoselective synthesis of the antibiotic kalafungin is reported. A key step involved the tandem Michael-Dieckmann reaction between Me 2-methoxy-6-methylbenzoate and the α,β-unsaturated lactone (R)-6-[2-(tert-butyldimethylsilyloxy)ethyl]-4-methoxy-5,6-dihydropyran-2-one, which was prepared from (S)-aspartic acid. The C(5) alkyl substituent was introduced by using MeMgBr and subsequent stereoselective reduction A sequence of oxidations followed by acid-catalyzed epimerization delivered (+)-kalafungin.
《Total synthesis of (+)-kalafungin using a tandem Michael-Dieckmann approach》 provides a strategy for the preparation of materials with excellent comprehensive properties, which is conducive to broaden the application field of this compound((S)-2-Bromosuccinic acid)SDS of cas: 20859-23-8.
Reference:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”