57002-06-9

Usage

Synthesis Reference(s)

Synthetic Communications, 15, p. 463, 1985 DOI: 10.1080/00397918508063827Synthesis, p. 388, 1978 DOI: 10.1055/s-1978-24758Tetrahedron Letters, 24, p. 1247, 1983 DOI: 10.1016/S0040-4039(00)81626-3

InChI:InChI=1/C12H22O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h2-5,13H,6-12H2,1H3/b3-2-,5-4-

Upstream product

• 592-90-5 oxepane 
• 1516-17-2 2,4-hexadien-1-ol acetate 
• 71218-14-9 8,10-Dodecadiensaeure-ethylester 
• 1540-83-6 ethyl 8-oxo-octanoate 
• 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 
• 20731-23-1 methyl non-8-enoate 
• 60099-81-2 8,10-Dodecadiensaeure-methylester 
• 127818-72-8 8-decenoic acid methyl ester 
• 25601-41-6 methyl 9-decenoate 
• 3937-56-2 1,9-Nonanediol 

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.

Stereoselective Synthesis of (2E,4E)- and (2Z,4E)-2,4-Alkadienoates by the Ester Enolate Claisen Rearrangement of (E)-1-Alkyl-3-trimethylsilyl-2-propenyl Glycolates Followed by the Peterson Reaction

The ester enolate Claisen rearrangement of (E)-1-alkyl-3-trimethylsilyl-2-propenyl glycolates gave (E)-erythro-2-hydroxy-3-trimethylsilyl-4-alkenoates with high diastereoselectivity, which were stereoselectively converted into (2E,4E)- and (2Z,4E)-2,4-alkadienoates by the Peterson reaction.

Chemistry of Dienyl Anions. II. Crystalline Bis(dienyl)magnesium. Selective Dienylation and Structure in Solution and in the Solid State

Seven different crystalline bis(dienyl)magnesium TMEDA complexes of open chain or cyclic structure were prepared by metal exchange reaction of corresponding potassium dienides.They are fluxional in solution due to the rapid 1,3-rearrangement.Terminally ?-bonded trans or (E) structure exists primarily in the open chain complexes while centrally ?-bonded cis structure in cyclic dienylmagnesium TMEDA complexes.The former gave 1,3-dienes exclusively but the latter gave 1,4-dienes upon hydrolysis.Molecular structure of bis(2,4-dimethyl-2,4-pentadienyl)magnesium determined by X-ray crystallography showed that it has terminally ?-bonded structure.Addition of dienylmagnesium compounds to acetone followed by hydrolysis gave 1,4-diene derivatives regioselectively but that to diisopropyl ketone gave 1,3-diene derivatives selectively.Unsaturated alcihols with an elongated carbon chain were synthesized by thermal cracking of cyclic ether complexes. 1,3,7-Trienes can be obtained selectively by reaction of appropriate allyl halides in the presence of CuCl catalyst and regiosective dienylation occured by using TiCl2(η5-C5H5)2 as catalyst.