Stannyl cyclopropanes by diastereoselective cyclopropanations with (tributylstannyl)-diazoacetate esters catalyzed by Cu(i)N-heterocyclic carbene
- 19 September 2005
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 40,p. 5109-5111
- https://doi.org/10.1039/b509958g
Abstract
Catalyzed cyclopropanations of alkenes with Bu3SnC(N2)CO2R (R = Et, t-Bu) have been achieved in good yield with excellent diastereoselectivity to make stannyl cyclopropanes having two or three stereocenters, one of which is quaternary.Keywords
This publication has 8 references indexed in Scilit:
- Complete Control of the Chemoselectivity in Catalytic Carbene Transfer Reactions from Ethyl Diazoacetate: An N-Heterocyclic Carbene−Cu System That Suppresses Diazo CouplingJournal of the American Chemical Society, 2004
- Cyclopropylstannanes: synthesis and applicationsTetrahedron, 2004
- (NHC)CuI (NHC = N-Heterocyclic Carbene) Complexes as Efficient Catalysts for the Reduction of Carbonyl CompoundsOrganometallics, 2004
- Conjugate Reduction of α,β-Unsaturated Carbonyl Compounds Catalyzed by a Copper Carbene ComplexOrganic Letters, 2003
- Effect of Rhodium Carbenoid Structure on Cyclopropanation ChemoselectivityTetrahedron, 2000
- Stereoselective cyclopropanations with vinylcarbenoidsTetrahedron Letters, 1989
- Metallsubstituierte Carbene undC-metallierte Diazoalkane, V. Trimethylgermyl-, Trimethylstannyl- und Trimethylplumbyl-äthoxycarbonylcarben aus Trimethylmetallyl-diazoessigsäureäthylesternEuropean Journal of Organic Chemistry, 1972
- Organometall-substituierte diazoalkane. IIJournal of Organometallic Chemistry, 1968