Title:Stereo- and Regioselective Synthesis of Cyclic Ethers by Means of Organoselenium- Mediated Cyclization of Unsaturated Alcohols
Volume: 20
Issue: 7
Author(s): Zorica M. M. Bugarcic, Marina D. Kostic and Vera M. Divac
Affiliation:
Keywords:
Unsaturated alcohols, organoselenium reagents, cyclic ethers, cyclization, asymmetric synthesis, regioselective synthesis.
Abstract: In the past several decades, significant progress has been made in the exploration of cyclofunctionalization
reactions promoted by electrophilic organoselenium reagents. Numerous natural and biologically active products
have been prepared by using this synthetic route. Increased research interest in this topic brings several relevant
reviews, which cover wide scope of selenium-induced heterocyclizations. The reaction of electrophile selenium-
induced cyclization of alkenes bearing suitable oriented hydroxyl group (termed selenoetherification) present
useful tool for the preparation of different cyclic ethers units, which are the key structural units of many natural
products. The coverage of this review will be limited to the examples of stereoselective and regioselective synthesis
of five- and six-membered cyclic ethers by means of selenium-induced cyclization of unsaturated alcohols. The influence of some
Lewis acids and bases, as additives, on regioselection of selenoetherification reaction will be also discussed.
