77651-20-8Relevant articles and documents
Dynamic kinetic asymmetric transformations of β-halo-α-keto esters by N,N′-dioxide/Ni(II)-catalyzed carbonyl-ene reaction
Liu, Wen,Cao, Weidi,Hu, Haipeng,Lin, Lili,Feng, Xiaoming
, p. 8901 - 8904 (2018/08/17)
Dynamic kinetic asymmetric transformations of racemic β-halo-α-keto esters through carbonyl-ene reaction were realized using a chiral N,N′-dioxide-nickel(ii) complex, giving the corresponding β-halo-α-hydroxy esters containing two vicinal chiral tri- and tetrasubstituted carbon centers in good yields and dr with excellent ee values without the use of extra bases. Meanwhile, a proposed reaction mechanism was presented according to the configuration of the product.
Regioselective ring opening of 3-aryl-2-cyano-2-(methoxycarbonyl)oxiranes with metal halides and silica-gel-supported metal halides. Synthesis of substituted but-3-en-4-olides.
Brine, N.,Foucaud, A.
, p. 620 - 624 (2007/10/02)
Regioselective ring opening of 3-aryl-2-cyano-2-(methoxycarbonyl)oxiranes 1 with transition metal halides (copper(II) chloride, copper (II) bromide, zinc bromide, cobalt chloride and ferric chloride) and silica-gel-supported metal halides gave methyl 3-aryl-2-cyano-3-halo-2-hydroxypropanoates 5, 6 and methyl 3-aryl-3-halo-2-oxopropanoates 2, 3.The reaction of 1 in chlorobenzene under reflux with silica-gel-supported copper (II) halides gave but-3-en-4-olides 4.Key Words: methyl 3-aryl-2-cyano-3-halo-2-hydroxypropanoates; methyl 3-aryl-3-halo-2-oxopropanoates; but-3-en-4-olides.