1. Synthesis of aryl ethers via a sulfonyl transfer reaction.
- Author
-
Sach NW, Richter DT, Cripps S, Tran-Dubé M, Zhu H, Huang B, Cui J, and Sutton SC
- Subjects
- Catalysis, Combinatorial Chemistry Techniques, Ethers chemistry, Molecular Structure, Phenols chemical synthesis, Raloxifene Hydrochloride chemistry, Structure-Activity Relationship, Alcohols chemistry, Ethers chemical synthesis, Mesylates chemistry, Raloxifene Hydrochloride chemical synthesis
- Abstract
A general synthesis of aryl ethers from primary and secondary alcohols and aryl mesylates is presented. The reaction proceeds via a sulfonyl-transfer mechanism. In this paper, we compare the sulfonyl transfer reaction to Mitsunobu ether formation. The reaction can be employed in a multistep synthesis where the aryl mesylate is used as a phenol protecting group and then as an activating group for ether formation. This protecting/activating group strategy is demonstrated using raloxifene as the target.
- Published
- 2012
- Full Text
- View/download PDF