76454-71-2

Upstream product

• 5309-94-4 N,N-Dimethyl-thiopropionamide 
• 100-52-7 benzaldehyde 
• 88407-53-8 Dimethyl-((Z)-1-trimethylsilanylsulfanyl-propenyl)-amine 
• 344758-39-0 2,N,N-Trimethyl-3-phenyl-3-trimethylsilanyloxy-thiopropionamide 

Downstream Products

• 26919-89-1 (1RS,2SR)-3-(dimethylamino)-2-methyl-1-phenyl-1-propanol 
• 26919-89-1 (1R,2R)-3-Dimethylamino-2-methyl-1-phenyl-propan-1-ol 
• 14366-89-3 erythro-2-methyl 3-hydroxy 3-phenylpropanoic methyl ester 

Relevant academic research and scientific papers

CATALYTIC USE OF TIN(II) REAGENTS IN ORGANIC SYNTHESIS

New carbon-carbon bond forming reactions using a catalytic amount of tin(II) reagents have been developed.Namely, an aldol type reaction of tin(II) enolate is achieved starting from α,β-unsaturated ketone, aldehyde and ethylthiotrimethylsilane in the presence of a catalytic amount of tin(II) triflate sulfide.Furthermore, the catalytic asymmetric Michael reaction of tin(II) enethiolate is realized just by using a catalytic amount of tin(II) triflate-chiral diamine complex.

erythro- OR threo-SELECTIVE ALDOL-TYPE REACTION VIA (Z)-N,N-DIMETHYL-S-TRIMETHYLSILYLKETENE S,N-ACETALS

N,N-Dimethylthioamides can be converted stereoselectively into (Z)-N,N-dimethyl-S-trimethylsilylketene S,N-acetals, 2.Condensation of 2 with benzaldehyde under the influence of a catalytic amount of tetrabutylammonium fluoride affords erythro- (R*/s

ERYTHRO OR THREO SELECTIVE ALDOL-TYPE REACTION VIA (Z)S-SILYL KETENE S,N ACETALS

N-dialkyl thioamides can be converted stereoselectively into (Z)N-dialkyl S-trimethylsilylketene S,N acetals 2.Condensation of 2 with benzaldehyde in the presence of TBAF or Lewis acids catalysis affords erythro (R*R*) or threo (Rsu

SUR LES ORGANOMETALLIQUES ISSUS DE THIOAMIDES. I. REACTIVITE AVEC LES ALDEHYDES ET CETONES; STEREOCHIMIE DE LA CONDENSATION AVEC LA t-BUTYL-4 CYCLOHEXANONE ET LE BENZALDEHYDE

Organometallic compounds derived from thioamides RCH2CSN(R3)2 condense normally with aldehydes and saturated ketones.Condensation with 4-t-butylcyclohexanone leads predominantly to equatorial attack by the organometallic compound.These results suggest that the organometallic structure is RCH=C(SM)N(R3)2.The stereoselectivity of the reaction with benzaldehyde depends on R and R3; a mechanism for the formation of β-hydroxythioamides is discussed.