logo
    A Flexible Synthesis of the Phytoprostanes B1 Type I and II
    The Journal of Organic Chemistry (2005)
    Siham El FangourAlexandre GuyJean‐Pierre VidalJean‐Claude RossiThierry Durand
    54
    Citation
    9
    Reference
    10
    Related Paper
    Citation Trend
    Abstract:
    Syntheses of the enantiomerically pure phytoprostanes B(1) type I and II are described starting from furfural and n-propylfuran. Key steps include the preparation of the Freimanis (+/-)-hydroxycyclopentenone and Wittig coupling using chiral phosphonium salts.
    Keywords:
    Phosphonium
    Wittig reaction
    Topics:
    Antioxidant Activity and Oxidative Stress
    Allelopathy and phytotoxic interactions
    Natural product bioactivities and synthesis
    A Facile Preparation of 3-Alkylindoles via Wittig Reaction of 1-Acetylindol-3(2H)-ones with Stabilized Phosphonium Ylides
    Synthesis (1991)
    Tomomi KawasakiYoshinori NonakaMaki UemuraMasanori Sakamoto
    3-Alkylindoles can be conveniently prepared by the Wittig reaction of 1-acetyl-indol-3(2H)-ones with the stabilized phosphonium ylides.
    Wittig reaction
    Phosphonium
    Ylide
    Phosphonium salt
    Citations (19)
    ChemInform Abstract: STEREOCHEMICAL OBSERVATIONS ON THE WITTIG REACTION OF OXIDO PHOSPHONIUM YLIDES WITH ALDEHYDES
    Chemischer Informationsdienst (1983)
    Bruce E. MaryanoffAllen B. ReitzBarbara A. Duhl-Emswiler
    Abstract Die Phosphoniumsalze (I) und (II) werden mit Aldehyden (III) nach Wittig umgesetzt.
    Wittig reaction
    Phosphonium
    Citations (0)
    Heterocycles from Ylides. Reactivity of 2-Acetyl-5-bromothiophene and -5-Methylfuran with Stabilised and Non-stabilised Ylides
    Tetrahedron (2000)
    Wafaa M. AbdouAzza A. Kamel
    Phosphonium
    Wittig reaction
    Furan
    Ylide
    Reactivity
    Citations (10)
    Phosphonium Ylides, V.Wittig Reaction with 2,3,4(1H̲ )-QuinoIinetriones
    Zeitschrift für Naturforschung B (1985)
    M. M. SidkyLeila S. Boulos
    Abstract Quinolinetriones, Phosphonium Ylides, Wittig Reaction Quinolinetrione (1a) reacts with phosphonium ylides (2a-c) to yield the corresponding ethylenes (3a-c) together with triphenylphosphine oxide. Treatment of trione (lb) with ylides (2a-b) affords, on the other hand, the cyclobuta (c) quinoline derivatives (4a) and (4b), respectively. Structural assignments are based on analytical and spectroscopic evidence.
    Phosphonium
    Wittig reaction
    Triphenylphosphine oxide
    Quinoline
    Ylide
    Citations (6)
    Synthesis of Phosphonium Ylides
    Elsevier eBooks (2023)
    Christof MattLorenzo Jacopo Ilic BalestriBobo SkillinghaugLuke R. Odell
    Phosphonium
    Wittig reaction
    Ylide
    Organic Synthesis
    Citations (0)
    STUDIES ON THE WITTIG REACTION (XXII): A CONVENIENT SYNTHESIS OF ω-AZOLYLALKYLTRIPHENYL PHOSPHONIUM SALTS AND THEIR STEREOSELECTIVITY IN THE WITTIG REACTION
    Phosphorus, sulfur, and silicon and the related elements (1995)
    Ming Wu DingDe Qing ShiWen XiaoWen Fang HuangTian Jie Wu
    Abstract ω-Azolylalkyltriphenylphosphonium bromides (5) were readily prepared from corresponding ω-bromo phosphonium salts (4) and azoles. The Wittig reactions of (5) with aromatic aldehydes were studied and 26 ω-azolyl alkenes were obtained. The reaction showed E-stereoselectivity.
    Wittig reaction
    Phosphonium
    Phosphonium salt
    Ylide
    Citations (4)
    405. The use, in Wittig reactions, of phosphonium salts and phosphobetaines containing a basic group
    Journal of the Chemical Society (Resumed) (1961)
    S. TrippettDaniel M. Walker
    S. Trippett and D. M. Walker, J. Chem. Soc., 1961, 2130 DOI: 10.1039/JR9610002130
    Phosphonium
    Wittig reaction
    Phosphonium salt
    Citations (32)
    Studies on Ptc-Wittig Reaction of Diphenyl Ylids
    Phosphorus, sulfur, and silicon and the related elements (1990)
    Wenfang HuangXiaoru ChenMin Fan
    Abstract The phase transfer catalyzed (PTC) Wittig reaction has the advantage of not requiring additional catalyst due to the catalytic property of phosphonium salt itself. This report presents the studies on such a reaction of diphenyl-, di-alkyl- and methyl-2-butenyl phosphonium ylids which are produced in situ from the corresponding phosphonium salts.
    Wittig reaction
    Phosphonium
    Phosphonium salt
    Phase-transfer catalyst
    Citations (1)
    The Mechanism and Stereochemistry of Wittig Reactions of Phosphonium Ylide-Anions
    Phosphorus, sulfur, and silicon and the related elements (1990)
    Eugene G. McKennaBrian Walker
    Abstract Schmidbaur's group have extensively investigated1 the coordination properties of phosphonium 1,3-ylide-anions (1) in organometallic chemistry and more recently Cristau2 has reported the potential usefulness of these compounds in synthetic organic chemistry. There have been a few studies3 of specific phosphonium 1,1-ylide-anions (2), however their only use in the Wittig reaction appears to be that of (2a).4 We have set out to study the stereochemistry and mechanism of Wittig reactions of (1) and (2) and to carry out some preliminary investigations on the arsenic analogues (3).
    Phosphonium
    Ylide
    Wittig reaction
    Phosphonium salt
    Citations (8)
    Phasentransferkatalysierte Wittig‐Reaktionen ohne Basenzusatz
    Chemische Berichte (1979)
    Gerhard KoßmehlRolf Nuck
    Basefree Wittig Reactions with Phase Transfer Catalyts Ketones like trifluoroacetyl compounds — giving the haloform reaction in basic solutions — are able to react with mono or bis phosphonium fluorides without bases via Wittig reactions with very good yields. The phosphonium fluorides are prepared very easily from other phosphonium halides under phase transfer catalysis of crown ethers. The ratio of the stereoisomeric alkenes in the product and the spectra of the trans ‐ respectively trans‐trans alkenes are given.
    Wittig reaction
    Phosphonium
    Ylide
    Citations (14)