704905-36-2Relevant articles and documents
Mechanistic studies of an L-proline-catalyzed pyridazine formation involving a Diels–Alder reaction with inverse electron demand
Schnell, Anne,Alexander Willms,Nozinovic,Engeser, Marianne
, p. 30 - 43 (2019/01/28)
The mechanism of an L-proline-catalyzed pyridazine formation from acetone and aryl-substituted tetrazines via a Diels–Alder reaction with inverse electron demand has been studied with NMR and with electrospray ionization mass spectrometry. A catalytic cyc
Substrate-dependent nonlinear effects in proline-thiourea-catalyzed aldol reactions: Unraveling the role of the thiourea co-catalyst
Ei-Hamdouni, Niama,Companyo, Xavier,Rios, Ramon,Moyano, Albert
supporting information; experimental part, p. 1142 - 1148 (2010/06/21)
Figure Presented It's an affair of four: The study of nonlinear effects in the proline-thioureacatalyzed aldol reaction between acetone and aromatic aldehydes, together with NMR and ESI-MS experiments, shows that the main role of the thiourea co-catalyst is that of promoting both the formation of a soluble Seebach's oxazolidinone intermediate and its conversion into the iminium carboxylate isomer.
The elusive enamine intermediate in proline-catalyzed aldol reactions: NMR detection, formation pathway, and stabilization trends
Schmid, Markus B.,Zeitler, Kirsten,Gschwind, Ruth M.
supporting information; experimental part, p. 4997 - 5003 (2010/09/15)
The missing link: The elusive enamine intermediate of nucleophilic proline catalysis was detected and stereochemically characterized by NMR analysis of the aldehyde self-aldolization reaction in dipolar aprotic solvents. NMR exchange spectroscopy (EXSY) w