107365-54-8Relevant articles and documents
A Unified and Desymmetric Approach to Chiral Tertiary Alkyl Halides
Huang, Zhongxing,Low, Kam-Hung,Zhang, Suihan,Zheng, Yin,Zi, Weiwei
supporting information, p. 1951 - 1961 (2022/02/09)
Enantioenriched tertiary alkyl halides are prevalent in bioactive molecules and can serve as versatile synthetic intermediates to construct complex structures. While conventional access to these motifs often hinges on stereoselective carbon-halogen or carbon-carbon bond formation reactions, desymmetric approaches using halogenated and prochiral tetrasubstituted carbons are largely elusive in comparison. Here, we report that a suite of dinuclear zinc catalysts with a prolinol- or pipecolinol-derived tetradentate ligand can reductively desymmetrize a large collection of easily available halomalonic esters to α-halo-β-hydroxyesters. These polyfunctionalized tertiary alkyl fluorides, chlorides, and bromides proved to be useful intermediates toward fluorinated drug analogs and polyhalogenated monoterpenes. The facile intramolecular epoxidation of the chiral chloride and bromide products has also enabled expeditious access to natural products containing tertiary alcohol motifs.
Process for preparing 2-aryl-2-chloromalonic diesters
-
, (2008/06/13)
2-Aryl-2-chloramalonic diester is prepared by reacting 2-arylmalonic diesters with aqueous hypochlorite in the presence of an inert solubilizer at pH 8 to 14.
SYNTHESES D'ESTERS OU D'ACIDES α-HALOGENES A PARTIR DES GEM DICYANO EPOXIDES.
Robert, A.,Jaguelin, S.,Guinamant, J. L.
, p. 2275 - 2282 (2007/10/02)
α-halogeno esters or α-halogenoacids were easily prepared by selective one pot reaction of gem-dicyano epoxides with halohydric acids in an alcoholic or aqueous media.
