188299-19-6

Upstream product

• 2579-22-8 Phenylpropargyl aldehyde 
• 107-86-8 3,3-dimethyl acrylaldehyde 
• 1192-88-7 1-cyclohexene-1-carboxaldehyde 
• 3163-37-9 (E)-hexadec-2-enal 
• 4411-89-6 2-phenyl-2-butenal 
• 107-02-8 acrolein 
• 33603-90-6 (2Z)-2-bromo-3-phenyl-2-propenal 
• 51534-40-8 2-Hexadecynal 
• 191599-79-8 (4R,5R)-4,5-diphenylimidazolidin-2-one 
• 74-88-4 methyl iodide 

Downstream Products

• 1268449-00-8 (S,S)-tetraphenyl-tetramethyl-pentanidium chloride 
• 1397644-13-1 (4S,5S)-2-((4S,5S)-1,3-bis(3,5-di-tert-butylbenzyl)-4,5-diphenylimidazolidin-2-ylideneamino)-1,3-dimethyl-4,5-diphenyl-4,5-dihydro-1H-imidazol-3-ium chloride 
• 198625-67-1 (4S,5S)-2-chloro-1,3-dimethyl-4,5-diphenylimidazolinium chloride 

Relevant academic research and scientific papers

Guanidinium ylide mediated aziridination: Identification of a spiro imidazolidine-oxazolidine intermediate

We successfully isolated a spiro imidazolidine-oxazolidine intermediate in the reaction of guanidinium ylide mediated aziridination using α-bromocinnamaldehyde. X-ray crystallographic analysis unambiguously revealed that the stereogenic centers of the spi

NOVEL PHASE TRANSFER CATALYSTS

Compounds of formula (I): wherein R1 to R8, and X- are defined herein. Also disclosed are methods of making and using these compounds.

Pentanidium-catalyzed enantioselective phase-transfer conjugate addition reactions

A new chiral entity, pentanidium, has been shown to be an excellent chiral phase-transfer catalyst. The enantioselective Michael addition reactions of tert-butyl glycinate-benzophenone Schiff base with various α,β- unsaturated acceptors provide adducts with high enantioselectivities. A successful gram-scale experiment at a low catalyst loading of 0.05 mol % indicates the potential for practical applications of this methodology. Phosphoglycine ester analogues can also be utilized as the Michael donor, affording enantioenriched α-aminophosphonic acid derivatives and phosphonic analogues of (S)-proline.

Chirality transfer from guanidinium ylides to 3-alkenyl (or 3-alkynyl) aziridine-2-carboxylates and application to the syntheses of (2R,3S)-3-hydroxyleucinate and D-erythro-sphingosine

Reaction of chiral guanidinium ylides with α,β-unsaturated aldehydes gives 3-(α,β-unsaturated) aziridine-2-carboxylates in high diastereo- and enantioselectivities (up to 93% diastereomeric excess and 98% enantiomeric excess). 3-(1-Methylvinyl)- and 3-[(E)-pentadec-1-enyl]aziridine-2- carboxylates were successfully employed to prepare (2R,3S)-3-hydroxyleucinate and D-erythro-sphingosine, respectively.

Simple preparation of chiral 1,3-dimethyl-2-iminoimidazolidines (monocyclic guanidines) and applications to asymmetric alkylative esterification

New chiral 1,3-dimethyl-2-iminoimidazolidines (monocyclic guanidines) were simply prepared by the action of primary amines on 2-chloro-1,3- dimethylimidazolinium chlorides, derived from the corresponding urea, in high yields. Modest asymmetric induction i