3728-50-5Relevant academic research and scientific papers
THE ENANTIOSPECIFIC SYNTHESIS OF (4S,5R)-AND (4S,5S)-4,5-DIHYDROXYDECANOIC ACID γ-LACTONES, PROPOSED AUTOREGULATORS FROM STREPTOMYCES GRISEUS
Cooper, Roderick D.,Jigajinni, Veerappa B.,Wightman, Richard H.
, p. 5215 - 5218 (1984)
Both the (4S,5R)- and (4S,5S)-isomers of 4,5-dihydroxydecanoic acid γ-lactone, natural products and proposed autoregulators of Streptomyces Griseus, have been synthesised directly and in high yield from D-ribose via a common intermediate.
Identification of (Z)-4-tridecene from defensive secretion of green lacewing, Chrysoperla carnea
Zhu, Junwei,Unelius, Rikard C.,Park, Kye-Chung,Ochieng, Samuel A.,Obrycki, John J.,Baker, Thomas C.
, p. 2421 - 2434 (2000)
We report the identification of a defensive secretion from the green lacewing, Chrysoperla carnea. By using combined gas chromatography-electroantennographic detection (GC-EAD), we found one major compound in the solvent extract of this secretion that elicited a significant EAD response from the antenna. Based upon its characteristic fragments from gas chromatography-mass spectrometry (GC-MS) analysis, the compound was identified as a tridecene. Dimethyldisulfide derivatization suggested that a double bond was located between positions 4 and 5 in the carbon chain. Thus, the compound was tentatively identified as a 4-tridecene. Coinjection of the extract with a mixture of the Z or E form of the synthetic 4-tridecene revealed that the unknown was (Z)-4-tridecene. EAG dose-responses showed a direct correlation to dose. Single sensillum recordings from sensilla trichodea situated on the antennae suggested the presence of receptor neurons specifically responding to this compound. An arrestment behavior was observed when tested in the Y-tube olfactometer. Preliminary field trapping results indicate that the compound is an antagonist to attraction. The avoidance behavior of predatory ants, observed when tested with the synthetic compound of this secretion further suggested a defensive function.
A versatile protocol for the quantitative and smooth conversion of phosphane oxides into synthetically useful pyrazolylphosphonium salts
Feldmann, Kai-Oliver,Schulz, Stephen,Klotter, Felix,Weigand, Jan J.
, p. 1805 - 1812 (2012/04/04)
A convenient protocol for the smooth conversion of the resistant P-O bond in phosphane oxides into a reactive P-N bond of synthetically useful pyrazolylphosphonium salts is described. A highly charged, oxophilic, phosphorus-centered trication is employed and the reactions are conducted at room temperature with quantitative yields. The resulting pyrazolylphosphonium cations are valuable synthetic intermediates and are used for the synthesis of a variety of organophosphorus compounds. This represents a new approach towards the transformation of the rather inert phosphoryl group under very mild reaction and workup conditions and aims towards alternatives to existing reduction methods for phosphane oxide functionalization.
Ester compounds
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, (2008/06/13)
Ester compounds shown by the formula: wherein R1represents a hydrogen atom, halogen atom, C1-C3alkyl group optionally substituted by halogen atom(s), C2-C3alkenyl group optionally substituted by halogen atom(s), C1-C3alkoxy group optionally substituted by halogen atom(s), C1-C3alkylthio group optionally substituted by halogen atom(s) or (C1-C3alkoxy)methyl group optionally substituted by halogen atom(s), n represents an integer of 1 to 4 and X represents a hydrogen atom or C1-C3alkyl group, have excellent pesticidal activity.
Untersuchungen im Wittig-System nach einem ordnenden Konzept auf der Basis alternativer Prinzipien
Bandmann, Heinz,Bartik, Tamas,Bauckloh, Sylvia,Behler, Ansgar,Brille, Frank,et al.
, p. 193 - 204 (2007/10/02)
Our results show that the stereoselectivity of the Wittig-reaction can be controlled by the variation of substituents in accord with the ORDERING CONCEPT OF ALTERNATIV PRINCIPLES (individual pairs, known and unknown classes of alternatives).The "all-phenyl Wittig-system" having three phenyl groups on phosphorous two in ylid- and aldehyd-position was chosen as a standard for our investigations.Differentiation in ylid-position and compensation on phosphorous and aldehyd-position were observed by the comparison of "patterns".Consequently, most of the selectivity rules of Wittig-reactions can be explained by the differentiation through alternatives in the ylid-position.Inversion or conservation of the "patterns" of measured data points to the variation in structure of starting materials, reaction rates and selectivities.Amount-controls were also described in certain systems.
Synthesis of 3-Butylidene-7-hydroxyphthalide
Mali, R.S.,Patil, S.R.
, p. 167 - 173 (2007/10/02)
A convenient synthesis of 3-butylidene-7-hydroxyphthalide (6) is described starting from 2-formyl-6-methoxybenzoic acid (1) via the intermediacy of iodophthalide (4).
On the Reaction of Phosphorylides with Homodinuclear Organometallic Compounds of Molybdenum and Tungsten
Endrich, K.,Alburquerque, P.,Korswagen, R. P.,Ziegler, M. L.
, p. 1293 - 1306 (2007/10/02)
We report first the complete study of the reactions of 2 (MoMo) (1, Cp = η5-C5H5) with salt-free phosphorus ylides Ph3P=CHR (2, Ph = C6H5; R = H (2a), CH3 (2b), C3H7 (2c), C6H5 (2d)) and with the NaI-adducts of the ylides Ph3P=CMe
