864466-71-7Relevant articles and documents
Enantioselective Construction of Spirooxindole-Fused Cyclopentanes
Do?ekal, Vojtěch,Vopálenská, Andrea,Měrka, Pavel,Kone?ná, Klára,Jand'Ourek, Ond?ej,Pour, Milan,Císa?ová, Ivana,Vesely, Jan
, p. 12623 - 12643 (2021/07/31)
The present study reports an asymmetric organocatalytic cascade reaction of oxindole derivates with α,β-unsaturated aldehydes efficiently catalyzed by simple chiral secondary amine. Spirooxindole-fused cyclopentanes were produced in excellent isolated yields (up to 98%) with excellent enantiopurities (up to 99% ee) and moderate to high diastereoselectivities. The synthetic utility of the protocol was exemplified on a set of additional transformations of the corresponding spiro compounds. In addition, a study showing the promising biological activity of selected enantioenriched products was accomplished.
KAHA ligations that form aspartyl aldehyde residues as synthetic handles for protein modification and purification
Murar, Claudia E.,Thuaud, Frdric,Bode, Jeffrey W.
supporting information, p. 18140 - 18148 (2015/03/04)
Aldehydes are widely recognized as valuable synthetic handles for the chemoselective manipulation of peptides and proteins. In this report, we show that peptides and small proteins containing the aspartic acid semialdehyde (Asa) side chain can be easily p
Diphenylprolinol silyl ethers as efficient organocatalysts for the asymmetric Michael reaction of aldehydes and nitroalkenes
Hayashi, Yujiro,Gotoh, Hiroaki,Hayashi, Takaaki,Shoji, Mitsuru
, p. 4212 - 4215 (2007/10/03)
(Chemical Equation Presented) The direct, catalytic, asymmetric Michael addition of aldehydes to nitroolefins in the presence of a chiral diphenylprolinol silyl ether organocatalyst is described (see scheme). The desired 1,4-addition products were obtaine