The Sharpless asymmetric dihydroxylation reaction of enol ethers derived from their corresponding cyclic ketones, gave α-hydroxyketones with high enantioselectivity. The enantiomeric excess was found to be proportional to the length of the unbranched enol ether chain with a maximum ee for the pentyl enol ether. An efficient synthesis of α-hydroxy chromanone in >90% ee was demonstrated using this method.
All Science Journal Classification (ASJC) codes
- Organic Chemistry