324016-39-9

Upstream product

• 96303-87-6 N,N-dicyclohexylcamphor-10-sulfonamide 
• 324016-35-5 N,N-dicyclohexyl-C-(2-mercapto-7,7-dimethyl-bicyclo[2.2.1]hept-1-yl)-methanesulfonamide 
• 324016-34-4 N,N-dicyclohexyl-C-(7,7-dimethyl-2-thioxo-bicyclo[2.2.1]hept-1-yl)-methanesulfonamide 

Relevant academic research and scientific papers

Chiral silyl ketene acetals from thioesters: Reaction with acetals and peroxyacetals to form 3-alkoxy- and 3-peroxyalkanoates

The Lewis acid-mediated reaction of chiral O- and S-silyl ketene acetals (SKAs) with peroxyacetals and acetals was investigated as an approach to the asymmetric synthesis of 3-peroxy- and 3-alkoxyalkanoates. SKAs derived from chiral O-acetates fail to react with peroxyacetals and provide little diastereoselection in reactions of nonperoxidic acetals. Reaction of thioacetate SKAs with peroxyacetals furnishes 3-peroxyalkanoate thioesters in good yield but with poor diastereoselection. In the case of silyl ketene acetals based upon a camphorsulfonamide chiral auxiliary the diastereomeric peroxyalkanoates are easily separated. (C) 2000 Elsevier Science Ltd.