Enantioselective Synthesis of N,S-Acetals by an Oxidative Pummerer-Type Transformation using Phase-Transfer Catalysis
Reported is the first enantioselective oxidative Pummerer-type transformation using phase-transfer catalysis to deliver enantioenriched sulfur-bearing heterocycles. This reaction includes the direct oxidation of sulfides to a thionium intermediate, followed by an asymmetric intramolecular nucleophilic addition to form chiral cyclic N,S-acetals with moderate to high enantioselectivites. Deuterium-labelling experiments were performed to identify the stereodiscrimination step of this process. Further analysis of the reaction transition states, by means of multidimensional correlations and DFT calculations, highlight the existence of a set of weak noncovalent interactions between the catalyst and substrate that govern the enantioselectivity of the reaction.
Biswas, Souvagya,Kubota, Koji,Orlandi, Manuel,Turberg, Mathias,Miles, Dillon H.,Sigman, Matthew S.,Toste, F. Dean
supporting information
p. 589 - 593
(2018/02/21)
IMIDAZOLYL ALKYL GUANIDINE DERIVATIVES, PROCESSES FOR THEIR PREPARATION AND PHARMACEUTICAL PREPARATIONS CONTAINING THESE COMPOUNDS
New imidazolylalkyl-guanidine derivatives are described, which by virtue of their agonistic action on histamine-H 2 receptors and in part also due to their additional H 1-antagonistic receptor activity can be used in the treatment of cardiac diseases, certain forms of hypertension and diseases of arterial occlusion.These imidazolylalkyl-guanidine derivatives correspond to the general formula I: STR1
-
(2008/06/13)
Synthesis and histamine H2-agonistic activity of ring-substituted phenyl analogues of impromidine
Analogues of the H2-agonist impromidine, characterized by a substituted phenyl ring instead of the 5-methyl-4-imidazolyl group, were prepared and tested for their H2-agonistic and H1-antagonistic activity at the guinea-pig
Buschauer,Lachenmayr,Schunack
p. 840 - 845
(2007/10/02)
More Articles about upstream products of 106670-34-2