Trans Cyclododecene oxide

Trans-Cyclododecene oxide /rans- 13-Oxabicyclo[ 10.1.0]tridecane (8,9) (4683-60-7)... 

Cyclododecyl phenyl tellurium treated with 30% hydrogen peroxide in tetrahydrofuran or with sodium periodate in water/tetrahydrofuran at 25° produced cis- and trans-cyclododecene as the main product and dodecanol and dodecanone as the by products1. The ratio of cis/ trans-cyc ododecene was determined by the amount of oxidant used. With one molar equivalent of sodium periodate, only tran.v-cyclododecene was formed1. 

In contrast to selenides, in the case of tellurides the double bond geometry of the formed aUcenes is markedly dependent upon the amount of oxidant employed. Thus, tran -cyclododecene is nearly the sole product of the oxidation of cyclododecyl phenyl telluride with 1 equiv of oxidant, whereas with excess oxidant (even 2 equiv) a mixture of cis and trani-isomers is formed, in some cases the cw-isomer being the major product. ... 

Isomerization of epoxides to allylic alcohols can be carried out under mild conditions using diethylaluminium dialkylamides (usually prepared in situ). A useful conversion of olefins into allylic acetates or ethers involves treatment of the olefin with phenyl selenyl bromide or chloride, addition of an alcohol or acid to give a P-substituted selenide (139), and selective oxidative elimination e.g. truns-cyclodode-cene gave 3-acetoxy-trans-cyclododecene in 85% yield. 

The two-phase permanganate oxidation of olefins generally affords products of oxidative cleavage. Weber and Shepherd found that when benzyltriethylammonium chloride was used as catalyst and the temperature was maintained near 0°C, internal olefins were oxidized by basic permanganate in dichloromethane to the corresponding czs-glycols in moderate yields (Eq. 11.3) [6]. Cyclohexene, c/s-cyclooctene and trans-cyclododecene were dihydroxylated by this method in 15%, 50%, and 50% yields... 

The dimethanesulphonates of 1,2-diols are rapidly converted into alkenes by treatment with sodium anthracene or sodium naphthalene anion-radicals dimesylates of cis- and trans-cyclo-octane-l,2-diols apparently both give cis-Cyclododecene oxides give olefins with practically complete retention of with iron pentacarbonyl thus (119) gives cis-cyclohepiene (35%). ... 

Cyclododecadiyne, 356 Cyclododecane oxide, cis- and trans-, 247 Cyclododecanone, 212, 213, 327, 350, 420 rrans-Cyclododecene, 269 trans-2-Cyclododecenol, 247... 

Selective reduction. Use of reagent, generated by cupric ion-catalyzed air oxidation of hydrazine, for the preparation of m-cyclododecene by the selective reduction of cis.trans.trans-1,5,9-cyclododccatriene, the product of trimerization of butadiene,7-8 is described by Ohno and Okamoto9 (see also 1,258, ref. 10). 

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