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- W2952365129 abstract "Irradiation (λ > 360 nm) of equimolar amounts of alkoxychromium(0) carbene complexes 1 and stabilized sulfur ylides 2 renders 2-acylvinyl ethers 3 in good to excellent yields as E/Z mixtures upon visible (sunlight preferred) oxidation to eliminate the metallic moiety. Formation of 2-acylvinyl ethers 3 is compatible with different groups attached to the carbene oxygen, including chiral fragments and unsaturated substituents. Variation of the substituent at the carbene carbon including alkyl, cycloalkyl, aromatic, and heteroaromatic substituents is also viable. The overall process is equivalent to the totally site-selective enolization of a β-keto ester or β-diketone. 2-Acylvinyl ethers 3 are obtained with yields and selectivities ranking among the best of the synthetic approaches to these compounds reported previously. 2-Acylvinyl ethers 3 can be obtained also in the dark at room temperature, but reaction times are considerably longer." @default.
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- W2952365129 date "1996-10-15" @default.
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- W2952365129 title "Synthesis of 2-Acylvinyl Ethers by Reaction of Chromium (Fischer) Carbene Complexes and Stabilized Sulfur Ylides<sup>1</sup>" @default.
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- W2952365129 doi "https://doi.org/10.1021/om960441k" @default.
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