99986-48-8Relevant academic research and scientific papers
Enantioselective conjugate addition of oximes to trisubstituted β-Nitroacrylates: An organocatalytic approach to β2,2-amino acid derivatives
Zhang, Fu-Gen,Yang, Qing-Qing,Xuan, Jun,Lu, Hai-Hua,Duan, Shu-Wen,Chen, Jia-Rong,Xiao, Wen-Jing
supporting information; experimental part, p. 5636 - 5639 (2011/02/27)
A highly enantioselective organocatalytic intermolecular conjugate addition of oximes to β-nitroacrylates has been developed. The highly functionalized adducts obtained are valuable precursors for asymmetric synthesis, as demonstrated by the synthesis of
Cyanide ion promoted addition of acyl phosphonates to ethyl cyanoformate: Synthesis of tertiary carbinols via tandem carbon-carbon bond formations
Demir, Ayhan S.,Reis, Barbaros,Reis, Oemer,Eymuer, Serkan,Goellue, Mehmet,Tural, Servet,Saglam, Gueluezar
, p. 7439 - 7442 (2008/02/11)
(Chemical Equation Presented) New cyanation/phosphonate-phosphate rearrangement/C-acylation reactions of cyanophosphate anion with cyanoformate esters are described. Phase-transfer cocatalysts facilitate cyanide-catalyzed reactions between acyl phosphonates and cyanoformates to afford protected tertiary carbinol products in good to excellent yields (74-95%). Ethyl cyanoformate is used as a cyanide source and electrophile. The scope of the reaction was investigated by using a number of benzoyl and acyl phosphonates along with ethyl cyanoformate. Representative chemoselective reduction of the product 5a afforded ethyl 3-amino-2-hydroxy-2-phenylpropanoate (13) in good yield.
Enantioselective nitroaldol reaction of α-ketoesters catalyzed by cinchona alkaloids
Li, Hongming,Wang, Baomin,Deng, Li
, p. 732 - 733 (2007/10/03)
The development of highly enantioselective and general catalytic nitroaldol (Henry) reactions with ketones is a challenging yet desirable task in organic synthesis. In this communication, we report an asymmetric nitroaldol reaction with α-ketoesters catalyzed by a new C6′-OH cinchona alkaloid catalyst. This is the first highly efficient organocatalytic asymmetric Henry reaction with ketones. This reaction is operationally simple and affords high enantioselectivity as well as good to excellent yield for a broad range of α-ketoesters. . Copyright
