A Convenient Synthesis of Four Stereoisomers of 6-Acetoxy-5-hexadecanolide, the Major Component of the Mosquito Oviposition Attractant Pheromone
スポンサーリンク
概要
- 論文の詳細を見る
The major component of the mosquito oviposition attractant pheromone (5S, 6R)-(+)- and (5R, 6S)-(-)-erythro-6-acetoxy-5-hexadecanolide and their threo-isomers, (5R, 6R)-(+)- and (5S, 6S)-(-)-6-acetoxy-5-hexadecanolide were synthesized from isopropylidene-D-glyceraldehyde and isopropylidene-L-glyceraldehyde, respectively, in which the nucleophilic addition of Grignard reagent involved the diastereoface-differentiating process as the key step. The bioassay of four erythro- and threo-isomers against mosquito (Culex pipiens molestus) was conducted. (5R, 6S)-(-)-erythro--6-acetoxy-5-hexadecanolide proved to be the most effective as an attractant.
著者
-
Ichimoto Itsuo
Department Of Agricultural Chemistry College Of Agriculture
-
Ueda Hiroo
Department Of Agricultural Chemistry College Of Agriculture University Of Osaka Prefecture
-
Machiya Kozo
Department Of Agricultural Chemistry College Of Agriculture University Of Osaka Prefecture:(present
-
KIRIHATA Mitsunori
Department of Agricultual Chemistry, College of Agriculture, University of Osaka Prefecture
関連論文
- Boron Neutron Capture Therapy for Newly Diagnosed Glioblastoma
- Structural Analysis of Disaccharides Synthesized by β-D-Glucosidase of Bifidobacterium breve clb and Their Assimilation by Bifidobacteria
- Simple Synthesis of (-)-(S)- and (+)-(R)-2,2-Dimethyl-1-aminocyclopropane-1-carboxylic Acid (2,2-Dimethyl-ACC)(Organic Chemistry)
- Asymmetric Synthesis of α-Methylglutamic Acid and α-Methylornithine by a Chiral Isocyano Amide Reagent
- Asymmetric Reduction of Ethyl 2-methyl 3-oxobutanoate by Fungi
- Asymmetric Reduction of Ethyl 2-methyl 3-oxobutanoate by Chlorella
- Overcrowding Factors of Mosqutio Larvae X. Structure-Bioactivity Relationship and Bacterial Activation of the Alkyl-branched
- A New Cytotoxic Compound from a Water Extract of Corn
- Effects of Sugar Acids on the Functions of Ribulose Bisphosphate Carboxylase/Oxygenase : Differentiation of Two Different Ligand-binding Modes of the Catalytic Sites
- Synthesis of O-[(o-Carboran-1-yl)methyl]-3-hydroxytyrosine, a Novel p-Boronophenyl-alanine Analogue for Boron Neutron Capture Therapy
- Synthesis of p-Boronophenylserine, a New Boron-containing Amino Acid for Boron Neutron Capture Therapy
- A Simple and Improved Synthesis of p-Boronophenylalanine, a Boron Carrier for the Boron-Neutron Capture Therapy
- Importance of Psycho-social Aspect of Diabetics for Pancreas Transplantation in Japan
- Enantioselective Synthesis of Both Enantiomers of Dimethyl cis-(4-Acetoxycyclopent-2-enyl)malonate, Key Intermediates for Epijasmonate(Organic Chemistry)
- Alkylation of Diethyl 3-Oxoglutarate with α,ω-Dibromoalkanes(Organic Chemistry)
- Quinoxalines Derived from D-Glucose and Maltose with o-Phenylene-diamine under Refluxed Conditions in Alkaline Media
- Amino Acid and Peptide Derivatives of Kojic Acid and Their Antifungal Properties(Pesticide Chemistry)
- Stereoselective Synthesis of Unnatural Stereoisomers of LL-P880β and LL-P880γ, Pestalotin Analogues from Penicillium sp.
- Total Synthesis of (6S,1'S,2'R)-6-(1',2'-Dihydroxypentyl)-4-methoxy-5,6-dihydropyrane-2-one (LL-P880β) and Its C_6-Epimer, a Fungal Metabolite from Penicillium sp.(Organic Chemistry)
- An Effective Synthesis of (±)-(E)-2-Amino-5-phosphono-3-pentenoic Acid by Palladium(II)-assisted Migration of the Double Bond(Organic Chemistry)
- Stereoselective Synthesis of Marine Antibiotic (-)-Malyngolide and Its Stereoisomers(Organic Chemistry)
- Isolation of Conduritol A from Gymnema sylvestre and Its Effects against Intestinal Glucose Absorption in Rats
- Synthesis of the Spirosuccinimide Moiety of Asperparaline A
- Asymmetric Synthesis of Optically Pure L-p-Boronophenylalanine by a Hybrid Process
- Synthesis and Structural Confirmation of (2S, 3R, 4R, 6E)-2-Acetylamino-3-hydroxy-4-methyl-6-octenoic Acid, a New Amino Acid Produced by Neocosmospora vasinfecta
- Microbial Reduction of 2-Norbornanone by Chlorella
- Effect of Conduritol A, a Polyol from Gymnema sylvestre, on the Development of Diabetic Cataracts in Streptozotocin-treated Rats and on Aldose Reductase
- Occurrence of Diglycerol Tetradodecanoate Tetradecanedioate in Scale Insect, Phenacoccus pergandei COCKERELL (Hemiptera : Pseudococcidae)
- Asymmetric Synthesis of D-(E)-2-Amino-5-phosphono-3-pentenoic Acid (APPA) by Using a Chiral Auxiliary
- Synthesis and Biological Activity of LL-P880γ and Its Analogues
- An Efficient Synthesis of (±)-α-Kainic Acid Using a 3-Hydroxyallylglycine Derivative as a Common Building Block(Organic Chemistry)
- Studies on Kojic Acid Derivatives : Part 4. Some Reactions of Kojic Acid
- Studies on Kojic Acid Derivatives : Part 3. Coupling Reaction of Kojic Acid with Diazonium Salts
- Enzymatic Deamination of ( ± )-2-Methyl- and (S)-2,2-Dimethyl-1-aminocyclopropane-1-carboxylic Acid
- Studies on Kojic Acid Derivatives : The Acylation of Kojic Acid
- (S)-3-Acethyl-1,2-Diacyl-sn-Glycerols from the Lipids of Drosicha corpulenta KUWANA (Homoptera : Margarodidae)
- A Novel Modification Method of Peptides and Proteins by Anionic Dodecaborate Cage in Water
- Dodecaborate-Containing L-Amino Acids as New Boron Carriers for Boron Neutron Capture Therapy
- A Convenient Synthesis of Four Stereoisomers of 6-Acetoxy-5-hexadecanolide, the Major Component of the Mosquito Oviposition Attractant Pheromone
- An Efficient Synthetic Method for (±)-Malyngolide and Its Optical Resolution
- Biosynthesis of Grayanotoxins in Leucothoe grayana Max. Incorporation of Mevalonic Acid and (-)-Kaurene into Grayanotoxin-III
- Synthesis of Pyrazinedicarboximides from Diaminomaleonitrile