title: A new variant of fused cyclic ether synthesis based on Ireland-Claisen rearrangement and RCM.
abstract: A new variant of fused cyclic ether synthesis based on Ireland-Claisen rearrangement and ring-closing olefin metathesis (RCM) was developed. The Ireland-Claisen rearrangement of a (Z)-3-alkoxyprop-2-en-1-yl glycolate ester having a cyclic ether on the oxygen at C3 of the (Z)-prop-2-en-1-yl group stereoselectively produced an anti-alpha,beta-dialkoxyester, which was successfully transformed to a fused bicyclic ether via a reaction sequence including RCM.
authors: Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 606-0810, Japan.
authors: Daisuke
authors: D
authors: Domon
authors: Kenshu
authors: K
authors: Fujiwara
authors: Natsumi
authors: N
authors: Kawamura
authors: Ryo
authors: R
authors: Katoono
authors: Hidetoshi
authors: H
authors: Kawai
authors: Takanori
authors: T
authors: Suzuki
mesh_terms: D003500:Cyclization; D004988:Ethers, Cyclic / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D004988:Ethers, Cyclic