title: Highly diastereoselective construction of fused carbocycles from cyclopropane-1,1-dicarboxylates and cyclic enol silyl ethers: scope, mechanism, and origin of diastereoselectivity.
abstract: Cyclopropane rings true: By selecting the appropriate substituents on the ester and silyl groups, fused cyclopentane derivatives with multiple contiguous stereocenters can be synthesized with excellent diastereoselectivity through Cu(II)/bisoxazoline-catalyzed intermolecular [3+2] cycloaddition reactions of cyclopropane-1,1-dicarboxylates and cyclic enol silyl ethers (see scheme).
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, PR China.
authors.forename: Jian-Ping
authors.initials: JP
authors.lastname: Qu
authors.forename: Yong
authors.initials: Y
authors.lastname: Liang
authors.forename: Hao
authors.initials: H
authors.lastname: Xu
authors.forename: Xiu-Li
authors.initials: XL
authors.lastname: Sun
authors.forename: Zhi-Xiang
authors.initials: ZX
authors.lastname: Yu
authors.forename: Yong
authors.initials: Y
authors.lastname: Tang
mesh_terms: D000438:Alcohols; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D003521:Cyclopropanes / Q000737:chemistry*; D004988:Ethers, Cyclic / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D002264:Carboxylic Acids; D003521:Cyclopropanes; D004988:Ethers, Cyclic; C030797:cyclopropane