Synthesis of Furan Derivatives. L. The Wittig Reaction of 2,5-Furandialdehyde with Furan-2,5-bis (2-cis-4-trans-2,4-dimethyl-2,4-pentadienylidene triphenylphos-phorane)
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概要
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Attempts to obtain an unsaturated macrocycle (3) using the Wittig reaction of furan-2,5-bis (methylenetriphenyl phosphonium chloride) (1) with 2,5-furan-bis (2-cis-4-trans-2,4-dimethyl-2,4-pentadienal) (2) were unsuccessful by the occurence of undesired 1,6-elimination of triphenylphosphine from bisphosphonium salt (1). In an alternative reaction of 2,5-furandialdehyde with furan-2,5-bis (2-cis-4-trans-2,4-dimethyl-2,4-pentadienyl triphenyl phosphonium bromide) gave major formation of uncyclized polyendial isomers, and no unsaturated macrocycle (3) was isolated. Three isomers of polyendials of 17,18 and 19 were purely isolated and assigned their structures.
- 社団法人日本薬学会の論文
- 1970-03-25
著者
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佐藤 勝利
Faculty Of Pharmaceutical Sciences Kyushu University
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西海枝 東雄
Faculty of Pharmaceutical Sciences, Kobe Gakuin University
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小川 晴
Faculty of Pharmaceutical Sciences, Kyushu University
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南 弥生
Faculty of Pharmaceutical Sciences, Kyushu University
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南 弥生
Faculty Of Pharmaceutical Sciences Kyushu University
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小川 晴
Faculty Of Pharmaceutical Sciences Kyushu University
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西海枝 東雄
Faculty Of Pharmaceutical Sciences Kobe Gakuin University
関連論文
- Synthesis of 1-Isocyanomethyl Azoles and Related Compounds
- Synthesis of Furan Derivatives. LXXXVIII. Reactivity of Tosylmethyl Isocyanide towards Azole Carbaldehydes
- Synthesis of Furan Derivatives. LXXXVII. Kinetic Studies of the Thermal Curtius Rearrangement of 2-Benzofuroyl Azide and Related Compounds
- Reaction of Tosylmethyl Isocyanide with Methyl 3-Substituted Propiolates as Acetylenic Michael Acceptors
- Synthesis of Furan Derivatives. LXXXV. Condensation of Heteroaromatic Aldehydes with Tosylmethyl Isocyanide
- Synthesis of 2,5 : 14,17-Diepoxy-8,10-bisdehydro [17] annulenone
- Syntheses of Alkyl Substituted Bis-oxido-bridged [15] annulenones
- Synthesis of Furan Derivatives. LV. Macrocyclic Rings from the Reaction of Dialdehyde with Bisphosphorane and with Diamine
- Synthesis of Furan Derivatives. L. The Wittig Reaction of 2,5-Furandialdehyde with Furan-2,5-bis (2-cis-4-trans-2,4-dimethyl-2,4-pentadienylidene triphenylphos-phorane)
- Synthesis of Furan Derivatives. XLV. A New Acid catalyzed Cyclization of sterically Hindered cis Alkenals
- Synthesis of Furan Derivatives. LIX. Synthesis of 5-Substituted-2-(2-furyl)-1,3,4-oxadiazoles from 1-Furoyl-2-arylidenehydrazine with Lead Tetraacetate
- Synthesis of Furan Derivatives. LXXXIV. Kinetic Studies of the Curtius Rearrangement of 5-Substituted 2-Furoyl Azides and Related Compounds
- Synthesis of Furan Derivatives. LXXXIII. Kinetics of Acyl Azide Formation of Carboxylic Acids with Diphenyl Phosphorazidate
- Synthesis of Furan Derivatives. Synthesis of Furanpolycarboxylic Acid
- Synthesis of Furan Derivatives. LVII. The Reaction of Keto Acetylenic Esters with Carbonyl Reagents
- Preparation of Resonance-Stabilized Bisphosphoranes
- Reaction of Aromatic p-Substituted Bisphosphoranes with Bisaldehydes
- Studies on Synthesis of Coumarin Derivatives. XIX. On te Preparation of (2-Methyloxazolo) coumarin-3-carboxylic Acid Derivatives
- Studies on Synthesis of Coumarin Derivatives. XVIII. Condensation of Ethyl (2-Methyloxazolo) coumarin-3-carboxylates with Aldehyde Groups
- Studies on Synthesis of Coumarin Derivatives. XVI. On the Preparation of N-Substituted-pyranobenzoxazole-carboxamides
- Studies on Synthesis of Coumarin Derivatives. XV. On the Preparation of Ethyl Pyranobenzoxazole-carboxylates.
- Synthesis of Furan Derivatives. XL. Synthesis of (5-Nitro-2-furyl)-methylated Polyenals
- Synthesis of the Furan Derivatives. XLIV. Oxidation of Dimethyl Sulfonium Bromides in Dimethyl Sulfoxide Solution