37338-40-2

Usage

InChI:InChI=1/C14H26O2/c1-3-4-5-6-7-8-9-10-11-12-13-16-14(2)15/h5-6H,3-4,7-13H2,1-2H3

Upstream product

• 153123-34-3 Δ⁸-dodecen-1-ol 
• 108-24-7 acetic anhydride 
• 55695-90-4 2-(9-bromononyloxy)tetrahydropyran 
• 55362-80-6 9-bromononan-1-ol 
• 13175-42-3 2-non-8-enyloxy-tetrahydro-pyran 
• 1146096-85-6 9-hydroxynon-1-yl 4-methylbenzenesulfonate 
• 3937-56-2 1,9-Nonanediol 
• 67700-26-9 oct-4-en-1-ol 
• 1072-60-2 2-vinyltetrahydrofuran 
• 40596-44-9 4-iodobutyl acetate 
• 42976-83-0 1-bromooct-4-ene 
• 98398-50-6 (Z)-1-(2-tetrahydropyranyloxy)dodec-8-ene 

Relevant academic research and scientific papers

SYNTHESIS OF PHEROMONES AND RELATED MATERIALS VIA OLEFIN METATHESIS

Methods for preparation of olefins, including 8- and 11-unsaturated monoenes and polyenes, via transition metathesis-based synthetic routes are described. Metathesis reactions in the methods are catalyzed by transition metal catalysts including tungsten-, molybdenum-, and ruthenium-based catalysts. The olefins include insect pheromones useful in a number of agricultural applications.

Process for preparing functional group-containing olefinic compounds

A process for preparing functional group-containing olefinic compounds comprises the steps of (a) reacting at least one alkylidene phosphorane with at least one carbonyl-containing compound that comprises at least one group that is a leaving group, or that is capable of subsequent conversion to a leaving group, to form an olefinic compound that comprises at least one leaving group, the carbonyl-containing compound being selected from the group consisting of ketones and aldehydes; and (b) reacting the olefinic compound with at least one functional group-containing nucleophile to form a functional group-containing olefinic compound.

Ethylation of 2-Alkenyltetrahydrofurans and 2-Alkenyltetrahydropyrans Catalyzed by Titaniun(IV) Isoprpopoxide. Supplement to the Synthesis of Pheromones of Lesser Plum Worm and Tea Leaf Roller Moth

Reaction of 2-vinyltetrahydrofuran and 2-vinyltetrahydropyran with ethylmagnesium bromude in the presence ot titanium(IV) isopropoxide afforded in moderate selectivity trans-4-octen-1-ol and trans-5-nonen-1-ol respectively. Best yields and high stereochemical purity of products were obtained in ethylation under these conditions of 2-(cis-1-propenyl)tetrahydrofuran, 2-(cis-1-proprnyl)- and 2-(trans-1-propenyl)-tetrahydropyran. It is assumed that the key organometallic intermediate formed was diisopropoxytitanacycloprpopane, and direction of its addition to the doubel bond governed the streochemistry of the resulting product. The obtained trans-4-octen-1-ol and trans-7-methyl-5-nonen-1-ol were applied as initial products in the synthesis of sex pheromones of lesser plum worm (Grafolita funebrana) and tea leaf roller moth (Adoxophyes sp).

SYNTHESIS OF PHEROMONES, III IMPROVED AND STEREOCONTROLLED SYNTHESES OF ISOMERIC MIXTURES OF 8-DODECEN-1-YL ACETATES

Simple syntheses have been developed for the preparation of isomeric mixtures of 8-dodecen-1-yl acetates, which are active sex pheromones of many insect species.The Wittig reaction under modified conditions and reduction of the C-C triple bond were applied for the stereocontrolled formation of the C-C double bond.