874291-47-1

Upstream product

• 93-55-0 1-phenyl-propan-1-one 
• 343338-28-3 (S)-2-methylpropane-2-sulfinamide 

Downstream Products

• 1039750-76-9 (S)-2-methyl-propane-2-sulfinic acid [(S)-1-((S)-cyclohex-2-enyl)-1-phenylpropyl]amide 
• 1246465-08-6 (S)-N-((R)-1-(diethylphosphoryl)-1-phenylpropyl)-2-methylpropane-2-sulfinamide 
• 1315331-35-1 (S)-N-((1R,2R,3R)-3-hydroxy-2-methyl-1,3-diphenylpropyl)-2-methylpropane-2-sulfinamide 

Relevant academic research and scientific papers

Asymmetric Reduction of tert-Butanesulfinyl Ketimines by N-Heterocyclic Carbene Boranes

N-heterocyclic carbene borane (NHC-borane) based on a triazole core is demonstrated for the first time to be efficient for reduction of a variety of tert-butanesulfinyl ketimines. Up to 95% yield and up to >99% diastereomeric excess were achieved. NHC-borane exhibited excellent activities that are more efficient than or comparable to commonly used reductive reagents such as NaBH4, NaBH3CN, l-selectride, Ru catalyst, or BH3-THF.

Diastereoselective Hydrosilylation of N-(tert-Butylsulfinyl)imines Catalyzed by Zinc Acetate

An efficient zinc-catalyzed diastereoselective hydrosilylation of N-(tert-butylsulfinyl)imines has been developed that does not require the use of ligands or noble metals. A variety of N-(tert-butylsulfinyl)imines were reduced by this protocol in the presence of a catalytic amount of zinc acetate (5 mol-%) to provide the corresponding secondary amines in high yields with excellent diastereoselectivities (up to 98 % de). This experimentally simple catalytic procedure is easily applicable to the synthesis of both aromatic and aliphatic amines by using triethoxysilane as an efficient hydrogen source.

Asymmetric Aldol-Tishchenko Reaction of Sulfinimines

Methods for the preparation of 1,3-amino alcohols and their derivatives containing two stereogenic centers usually involve a two-step installation of the chiral centers. An aldol-Tishchenko reaction of chiral sulfinimines which involves the first reported reduction of a C=N in this type of reaction is described. Two and even three chiral centers can be installed in one synthetic step, affording anti-1,3-amino alcohols in good diastereo- and enantioselectivity.