The epoxidation of electron-deficient olefins using hydrogen peroxide in a strong alkaline solution and is generally known as the Weitz–Scheffer epoxidation. Occasionally, it is also referred to as the Weitz–Scheffer reaction. The asymmetric Weitz–Scheffer epoxidation has been widely used in organic...
Waldemar Adam,Paraselli Bheema Rao,Hans-Georg Degen,Albert Levai,Tamas Patonay,Chantu R. Saha-Moller.Asymmetric Weitz-Scheffer Epoxidation of Isoflavones with Hydroperoxides Mediated by Optically Active Phase-Transfer Catalysts. Journal of Organic Chemistry . 2002...
The epoxidation of 2-substituted naphthoquinones with t-BuOOH in an aqueous buffer solution containing a small amount (up to 5 % molar equiv) of bovine serum albumin (BSA) gives the corresponding epoxides with enantiomeric excess (e.e.) up to 100 %. The enantioselectivity is very sensitive ...
Colonna S,Gaggero N,Manfredi A, et al.Asymmetric Weitz-Scheffer epoxidation promoted by bovine serum albumin. Part III. Highly stereoselective synthesis of optically active epoxynaphthoquinones. Tetrahedron . 1988Colonna, S., and Manfredi, A., 1986, Catalytic asymmetric Weitz-Scheffer reaction in the...
epoxidationchiral peroxidestemplate structuresWeitz-Scheffer reactionThe enantioselective epoxidation of the α,β-enones 1 with the optically active hydroperoxides (-)-(S)-2, catalyzed by the bases KOH or DBU, affords the enantiomerically enriched oxo epoxides 3 in high yields and with good enantio...
Bortolini, O
Diastereoselective Weitz-Scheffer epoxidation of levoglucosenone for the synthesis of isolevoglucosenone and derivativesLevoglucosenoneEpoxideDiastereoselectiveHydroperoxideIsolevoglucosenoneHigh-yielding epoxidation conditions for the cellulose pyrolysis product (-)-levoglucosenone (LGO) and 3-aryl derivatives of...
Examines the asymmetric Weitz--Scheffer epoxidation of isoflavones with hydroperoxides. Enantiomers of the isoflavone epoxides; Mechanisms on the asymmetric oxygen-transfer process; Importance of the phase-transfer catalyst structure.AdamWaldemarRaoParaselli...
EpoxidationChiral peroxidesTemplate structuresWeitz−Scheffer reactionThe enantioselective epoxidation of the α,β-enones 1 with the optically active hydroperoxides ()-( S )- 2 , catalyzed by the bases KOH or DBU, affords the enantiomerically enriched oxo epoxides 3 in high yields and with good ...
Weitz−Scheffer reactionThe enantioselective epoxidation of the ,β-enones 1 with the optically active hydroperoxides (−)-(S)-2, catalyzed by the bases KOH or DBU, affords the enantiomerically enriched oxo epoxides 3 in high yields and with good enantioselectivities (up to 90% ee for KOH...