89393-75-9Relevant academic research and scientific papers
DBU-Catalyzed Ring-Opening and Retro-Claisen Fragmentation of Dihydropyranones
Axelsson, Anton,Hammarvid, Emmelie,Rahm, Martin,Sundén, Henrik
supporting information, p. 5436 - 5444 (2020/08/26)
We present a general protocol for the formal Michael addition of acetone to α,β-unsaturated esters and amides, a transformation difficult to perform using current methods. The protocol comprises of an amidine catalyzed relay ring-opening and fragmentation
Highly enantioselective catalytic thiolysis of prochiral cyclic dicarboxylic anhydrides utilizing a bifunctional chiral sulfonamide
Honjo, Takashi,Sano, Shigeki,Shiro, Motoo,Nagao, Yoshimitsu
, p. 5838 - 5841 (2007/10/03)
(Chemical Equation Presented) A catalytic desymmetrization is achieved for various prochiral dicarboxylic anhydrides with yields of 87-100% and ee values of 83-98% through the title reaction (see scheme; Bn = benzyl). The bifunctional effect of the chiral sulfonamide catalyst was clarified on the basis of unsuccessful asymmetric induction by using the related chiral sulfonamides.
ASYMMETRIC SYNTHESIS OF β-SUBSTITUTED δ-KETOESTERS VIA MICHAEL-ADDITIONS OF SAMP/RAMP-HYDRAZONES TO α,β-UNSATURATED ESTERS, VIRTUALLY COMPLETE 1.6-ASYMMETRIC INDUCTION
Enders, Dieter,Papadopoulos, Kyriakos
, p. 4967 - 4970 (2007/10/02)
A simple and efficient 3-step asymmetric synthesis of β-substituted δ-ketoesters 3 in 45-62percent overall chemical yield and >=96-ca.100percent ee is described.The key step is an asymmetric Michael-addition of lithiated methylketone-SAMP- or RAMP-hydrazones to α,β-unsaturated esters 2 with virtually complete 1.6-asymmetric induction.
