1384561-52-7

Upstream product

• 1384561-51-6 (1S,4R)-1-({[(1'E)-3'-benzyloxyprop-1'-enyl]sulfonyl}methyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-one 
• 1384561-48-1 (1S,4R)-1-({[(1'E)-3'-hydroxyprop-1'-enyl]sulfonyl}methyl)-7,7-dimethylbicyclo[2.2.1]heptan-2-one 

Relevant academic research and scientific papers

The diastereoselective Meth-Cohn epoxidation of camphor-derived vinyl sulfones

Some camphor-derived vinyl sulfones bearing an oxygen functionality at the allylic position have been synthesised and their nucleophilic epoxidation reactions under Meth-Cohn conditions have been explored. The γ-oxygenated camphor-derived vinyl sulfones underwent mildly diastereoselective nucleophilic epoxidation reactions, affording the derived sulfonyloxiranes in up to 5.8:1 dr. The diastereoselectivities observed were sensitive to the reaction conditions employed. In contrast, no stereoselectivity was observed in the nucleophilic epoxidation of the corresponding γ-oxygenated isobornyl vinyl sulfone. A tentative mechanism has been proposed to explain the origins of the diastereoselectivity.