title: Addition of TMS-substituted oxiranyl anions to acylsilanes. A highly stereoselective approach to tetrasubstituted (Z)-β-hydroxy-α-TMS silyl enol ethers.
abstract: A highly stereoselective approach to novel tetrasubstituted (Z)-β-hydroxy-α-TMS silyl enol ethers is described. The reaction proceeds via a sequential addition/[1,2]-Brook rearrangement/epoxide-opening process of TMS-substituted oxiranyl anions with acylsilanes.
authors.affiliation: Key Laboratory of Drug-Targeting of Education Ministry and Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, 610041, PR China. zhenleisong@scu.edu.cn
authors.forename: Zhenlei
authors.initials: Z
authors.lastname: Song
authors.forename: Leizhou
authors.initials: L
authors.lastname: Kui
authors.forename: Xianwei
authors.initials: X
authors.lastname: Sun
authors.forename: Linjie
authors.initials: L
authors.lastname: Li
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques; D004987:Ethers / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism; D014297:Trimethylsilyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000438:Alcohols; D004987:Ethers; D012821:Silanes; D014297:Trimethylsilyl Compounds