Intramolecular Cyclopropanation of Unsaturated Terminal Epoxides
- 24 June 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 126 (28) , 8664-8665
- https://doi.org/10.1021/ja047346k
Abstract
Efficient lithium amide-induced intramolecular cyclopropanation of bishomoallylic and trishomoallylic epoxides is described. The methodology is used in an asymmetric synthesis of sabina ketone.Keywords
This publication has 12 references indexed in Scilit:
- endo/exo Isomerism in Norcarane and 2-Norcaranol Hydrotrioxides (ROOOH)The Journal of Organic Chemistry, 2003
- Enantioselective synthesis of sabina ketoneTetrahedron Letters, 2003
- Asymmetric intramolecular cyclopropanation of diazo compounds with metallosalen complexes as catalyst: structural tuning of salen ligandTetrahedron: Asymmetry, 2003
- Stereoselective Cyclopropanation ReactionsChemical Reviews, 2003
- Chiral Dirhodium(II) Catalysts with Ortho-Metalated Arylphosphine Ligands: Synthesis and Application to the Enantioselective Cyclopropanation of α-Diazo KetonesOrganometallics, 2002
- Highly Selective Hydrolytic Kinetic Resolution of Terminal Epoxides Catalyzed by Chiral (salen)CoIIIComplexes. Practical Synthesis of Enantioenriched Terminal Epoxides and 1,2-DiolsJournal of the American Chemical Society, 2002
- A short and efficient synthesis of (±)-trans-sabinene hydrateTetrahedron Letters, 2001
- Preparation of hindered lithium amide bases and rates of their reaction with ether solventsThe Journal of Organic Chemistry, 1987
- Base-promoted reactions of epoxides. IV. Formation of substituted olefins from the reaction of epoxides with organolithium reagentsJournal of the American Chemical Society, 1967
- INTRAMOLECULAR CYCLIZATION OF UNSATURATED DIAZOKETONESJournal of the American Chemical Society, 1961