Theoretical Study on the Selectivity of Asymmetric Sulfur Ylide Epoxidation Reaction
Organic Letters2004Vol. 6(15), pp. 2559–2562
Citations Over TimeTop 11% of 2004 papers
Abstract
[structure: see text] We report the first theoretical studies on the asymmetric sulfonium ylide epoxidation reaction using a chiral sulfide that successfully reproduces the experimentally determined high enantiomeric excess. Calculations at the DFT level suggest that the transition states for the addition of the sulfonium ylide to benzaldehyde have energies which account for the observed enantioselectivity.
Related Papers
- → Trifluoromethyl-Substituted Sulfonium Ylide: Rh-Catalyzed Carbenoid Addition to Trifluoromethylthioether(2015)86 cited
- → Generation of sulfur ylides by the desilylation of α-trimethylsilylbenzyl sulfonium salts(1988)25 cited
- → The Stevens Rearrangement of Sulfur Ylide Generated by Electrochemical Reduction of Sulfonium Salt(2005)16 cited
- → Dimethylsulfonium fluoren-9-ide: solution structure and dynamic behaviour of a semi-stabilised sulfonium ylide(1997)11 cited