- Mild and efficient reductive deoxygenation of epoxides to olefins with tin(II) chloride/sodium iodide as a novel reagent
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A highly efficient and green protocol is reported for the reductive deoxygenation of organic epoxides to olefins using tin(II) chloride/sodium iodide as a novel reagent. The reaction gives an excellent yield (85-96%) in ethanol under reflux within 2-10 minutes, without affecting other functional groups. The advantages of our method are the use of inexpensive reagents, the eco-friendly and green reaction conditions, and the short reaction times and high yields.
- Pathe, Gulab Khushalrao,Ahmed, Naseem
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supporting information
p. 3542 - 3552
(2015/11/17)
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- Synthesis of allyl and alkyl vinyl ethers using an in situ prepared air-stable palladium catalyst. Efficient transfer vinylation of primary, secondary, and tertiary alcohols
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An air-stable palladium catalyst formed in situ from commercially available components efficiently catalyzed the transfer vinylation between butyl vinyl ether and various allyl and alkyl alcohols to give the corresponding allyl and alkyl vinyl ethers in 61-98% yield in a single step.
- Bosch, Martin,Schlaf, Marcel
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p. 5225 - 5227
(2007/10/03)
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- Byrostatin analogues, synthetic methods and uses
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Biologically active compounds related to the bryostatin family of compounds, having simplified spacer domains and/or improved recognition domains are disclosed, including methods of preparing and utilizing the same.
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- Byrostatin analogues, synthetic methods and uses
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Biologically active compounds related to the bryostatin family of compounds, having simplified spacer domains and/or imroved recognition domains are disclosed, including methods of preparing and utilizing the same.
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- Thermal rearrangement of allyl vinyl ether: Heavy-atom kinetic isotope effects and the transition structure
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Kinetic isotope effects (KIE) in the rearrangement of allyl vinyl ether (1, 3-oxa-1,5-hexadiene) to 4-pentenal (2) were measured for labeling with 14C at the 2-, 4-, and 6-positions and with 18O at the 3-position. BEBOVIB modeling calculations were applied successfully to the heavy-atom KIE and previously reported KIE for deuterium substitution at positions 4 and 6. From the calculations, it is deduced that the C4-O bond is 50-70% broken and the C1-C6 bond 10-30% formed in the transition structure. Further, there is strong coupling between the allyl and vinyloxy fragments, strong bonding within the allyl but relatively weak bonding within the vinyloxy fragment.
- Kupczyk-Subotkowska, Lidia,Saunders Jr., William H.,Shine, Henry J.,Subotkowski, Witold
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p. 5957 - 5961
(2007/10/02)
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- VINYLATION OF ALLYL ALCOHOL BY ACETYLENE AND VINYL CHLORIDE IN SUPERBASIC MEDIA
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The reactions of allyl alcohol with acetylene or vinyl chloride in MOH-DMSO (M = Na, K) systems lead to mixtures of allyl vinyl and vinyl Z-1-propenyl ethers.The conditions for the selective production of allyl vinyl and vinyl Z-1-propenyl ethers were determined.Under the best conditions with vinyl chloride the selectivity with respect to vinyl Z-1-propenyl ether amounts to 95percent with an overall yield of 65percent.
- Trofimov, B. A.,Oparina, L. A.,Lavrov, V. I.,Parshina, L. N.
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p. 623 - 625
(2007/10/02)
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- CONVENIENT SYNTHESIS OF ALLYL VINYL ETHER.
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Allyl vinyl ether, which contains double bonds differing in reactivity, is a promising monomer and synthon. The authors aim was to devise a method for synthesis of allyl vinyl ether with the use of nontoxic catalysts. The authors studied acid-catalytic pyrolysis of diallylacetal, easily obtainable from allyl alcohol and acetaldehyde. It was noticed in the course of the investigation that acid phosphates, and in particular (NH//4) H//2PO//4 are fairly effective and give the most favorable ratio of allyl vinyl ether to allyl alcohol in the reaction mixture. The best results were obtained with monosubstituted ammonium orthophosphate, which was used in the form of a mixture with finely ground activated carbon in 1:1 ratio (5-10% of the mass of the reaction mixture.
- Sokolyanskaya,Mal'kina,Skvortsov,Trofimov
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p. 216 - 217
(2007/10/02)
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