A Convenient Synthesis of the Peach Fruit Moth Carposina Niponensis Walk. and of the Douglas Fir Tussock Moth Orgya Pseudotsugata Mc.D. Sex Pheromones and Analogs

The (Z)-and (E)-isomers of 7-alken-11-ones with chain lengths of 19, 21 and 23 carbon atoms were synthesized. A procedure based on the reaction of alkenylcopper reagents with vinylketones has been elaborated.     

A Convenient Approach for Synthesis of (Z)-3-Butylidenephthalide Derivatives

The reaction of n-Bul, i with phthalic anhydride derivatives leads to (Z)-3-butylidenephthalide derivatives.     

A Convenient and Stereospecific Synthesis of (Z)-Benzylidenephthalides

Several 3-benzylidenephthalides have been isolated from natural sources1-2. Some of them are known to possess useful biological activity1 and are also valuable intermediates3 for the synthesis of naturally occurring biologically active compound. Most of the natural 3-benzylidenephthalides exist in the (Z)-configuration. Synthe-tic methods for construction of a 3-benzylidene-phthalide skeleton have been developed4. Some of these methods for synthesizing highly oxygen-functionalized compound…     

A Convenient Synthesis of Methyl (Z)-1-Carbamoyl-2-ethenylcyclopropanecarboxylate and (Z)-1-Carbamoyl-2-ethenylcyclopropanecarboxylic Acid

A simple method for the preparation of the title compounds via the reaction of dimethyl 2-ethenylcyclopropane-1,1-dicarboxylate with 6M ammonia in methanol is described.     

A Convenient Synthesis of (-)-Methyl Epijasmonate

A short, enantioselective synthesis of (-)-methyl epi-jasmonate, ent-1, has been achieved starting from readily available Corey lactone aldehyde 9. The key features include the stereoselective installation of 2,3-cis-disubstituted side-chains by hydrogenation of dienoate 8 and subsequent one-carbon degradation.     

Synthesis of (Z)-7-Tetradecenylacetate & Sec. Butyl (Z)-7-Tetradecenoate from Aleuritic Acid

Aleuritic acid (3), after acetylation, was oxidatively decarboxylated and then phase transfer oxidation of the terminal olefin gave 7, 8, 14-trihydroxy tetradecanoic acid. Simple conventional methods led to the synthesis of titled pheromones.     

A Convenient Synthesis of (R)-(+)-Perillaldehyde

A short and efficient synthesis of the commercially unavailable (R)-(+) isomer of perillaldehyde from (+)-limonene oxide has been developed.     

Synthesis of the Sex Attractant (7Z,11Z)-Hexadecadienal of the Citrus Leafminer Moth,Phyliocnietis Citrella Stainton

A component (7Z,11Z)-hexadecadienal of the sex attractant of the citrus leafminer moth was synthesized through a new (C₆ + C₃) + C₇ approach.     

A Convenient Preparation of (R)-7-(3-Benzothienylglycylamido)deacetoxycephalosopranic Acid

An efficient synthesis of (R)-7-(3-benzothienylamido)deacetoxy-cephalosporanic acid (1) is described beginning from (R)-alpha-aminobenzo[b]thiophene-3- acetic acid (2) and 7-amino-3-methyl-3-cephem-4-carboxylic acid (7-ADCA). Good yields were obtained and the procedure is amenable to multikilogram preparations.     

A Concise Synthesis of (E)- and (Z)-Neomanoalides

The first synthesis of (Z)-neomanoalide ( 4 ) and an improved synthesis of its (E)-isomer 3 was accomplished in a concise, regiocontrolled manner by exploiting 2-[(tert-butyl)dimethylsiloxy]-4{[(tert-butyl)dimethylsiloxy]-methyl}furan ( 6 ) as the key reagent. Lithiation of 6 and subsequent reaction with the (2Z)- or (2E)-isomer of (6E)-3-{[(tert-butyl)dimethylsiloxy]methyl}-7-methyl-9-(2′,6′,6′-trimethylcyclohex-1′-enyl)nona-2,6-dienyl bromide ( 5 ), followed by hydrolysis, afforded the corresponding neomanoalide.     

A New Asymmetric Synthesis of (S)-14-Methyloctadec-1-ene,the Sex Pheromone of the Peach Leafminer Moth

Russian Journal of Organic Chemistry - An asymmetric synthesis of 14-methyl-1-octadecene, the sex pheromone of the peach leafminer moth has been achieved. Based on the asymmetric methylation of...     

A Convenient Synthesis of (S)-(+)-2-(2-Methoxyphenyl) Propanoic Acid

a short, convenient and large scale synthesis of (S)-(+)-2-(2-methoxyphenyl) propanoic acid, involving a resolution of the corresponding racemic acid with quinine, is reported.     

Synthesis and antifungal activity of (-)-(Z)-dysidazirine

A short, flexible synthesis of the marine natural product (2 R)-(Z)-dysidazirine (-)-1 has been completed. (-)-1 shows significant antifungal activity across a panel of seven human pathogens, whereas the structural analogue (-)-2, featuring a terminal tert-butyl group, is essentially inactive.     

A Convenient Synthesis of 1-(Dichloro-Pyrimidinyl Carbamyloxy) Alkyl Phosphonates

Abstract

In the study of the nucleophilic addtion reaction of dialkyl I-hydroxyphosphonate and dichloropyrimidinyl isocyanate. We found this reaction was a convenient way for the synthesis of 1-(substituted carbamy1oxy)alkyl phosphonatc derivative. Dialkyl 1 - hydroxyphos-phonate can be easily prepared by addtion of dialkylphosphitc to carbonyl compounds. 4,6-dicloro-2-isocyanato pyrimidine can be synthesized by the reaction of oxalyl chloride and 2-amino-4,6-dichloropyrimidine which can be obtained from 2-amino-4,6-dihydroxy pyrimidine.     

Synthesis of Insect Sex Pheromones and Their Homologues I. (Z,E)-9, 11-Alkadienyl Acetates

(Z, E)-9, 11-Tetradecadienyl-l-acetate (1), a major component of the sex pheromone of Spodoptera litura (F.), and (Z, E}-9, 11-pentadecadienyl-1-acetate (2) were synthesized by the Wittig reaction between (E)-2-alkenal (3) and the ylid derived from 9-hydroxynonyltriphenylphosphonium bromide (4).     

(Z)-α-Selanyl Alkenyl Grignard Reagents as Convenient Precursors for Stereoselective Synthesis of Trisubstituted Alkenes

(Z)-α-Selanyl alkenyl Grignard reagents 2 were prepared conveniently by treatment of (-bromovinylselenides 1 with magnesium filings in THF. Intermediates 2 were reacted with alkyl iodides in the presence of CuI or Pd(PPh3)4 to afford (Z)-1,2-disubstituted vinylselenides 3, which were cross-coupled with Grignard reagents in the presence of (PPh3)2NiCl2 to give trisubstituted alkenes 4 stereoselectively in good yields.     

A Convenient Method for the Preparation of (Z)-(2-Aminothiazol-4-yl)-2-methoxyimino-acetylchloride Hydrochloride

Successive treatment of (Z)-(2-aminothiazol-4-yl) -2-methoxyiminoacetic acid, 1, with 0.9 to 1.0 equiv. of hydrogen chloride and 1.04 equiv. (chloromethylene) dimethylammonium chloride provides (Z) - (2-aminothiazol-4-yl) -2-methoxyiminoacetyl-chloride hydrochloride, 3, in high yield.