196874-72-3

Upstream product

• 196933-71-8 (3aS,6R,7aR)-hexahydro-1-<(ζ)-(hydroxy)(methoxy)acetyl>-8,8-dimethyl-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide 
• 4083-64-1 Tosyl isocyanate 
• 123191-45-7 (2R)-N-glyoxylbornane-10,2-sultam 

Downstream Products

• 637041-38-4 N-[(2'S)-N'-p-toluenesulfonyl-3',3'-dimethylallylglycinoyl]-(2R)-bornano-10,2-sultam 
• 497861-37-7 N-[(2'S)-N'-p-toluenesulfonylallylglycinoyl]-(2R)-bornano-10,2-sultam 

Relevant academic research and scientific papers

Asymmetric [4+2] cycloaddition of cyclopentadiene to N'-tosylimine of N-glyoxyloyl-(2R)-bornane-10,2-sultam

The first synthesis of the N'-tosylimine of N-glyoxyloyl-(2R)-bomane-10,2-sultam using a modified Holmes method is described. The N'-tosylimine was used as a dienophile in the Lewis acid-catalyzed diastereoselective imino-Diels-Alder reaction with cyclopentadiene to give cycloadducts with good diastereoisomeric excess. The direction of the asymmetric induction depends on the Lewis acid used.

Asymmetric addition of titanium and sodium alkoxides to chiral imines

A novel method for the alkoxylation of imines was developed using alkoxytitanium(IV) derivatives as the alkoxy nucleophile donors. A rationale of the results obtained using stereochemical models is proposed. The differences in the stereochemical outcome o

The diastereoselective barbier-type addition to chiral N-tosylimines

The Barbier approach was used for diastereoselective formation of allylamino acid derivatives. The stereochemical models for nucleophilic addition to N-tosylimines bearing various chiral auxiliaries such as (2R)-bornano-10,2-sultam, (R)-8-phenylmenthol, a