Undeca-l,10-diene

Spiroepoxy-endo-tricyclo[5.2.2.026]undeca-4,10-dien-8-one Spiro[4,7-ethano-lH- indene-8,2 -oxiran]-9-one, 3a,4,7,l,7a-tetrahydro- (146924-02-9)... 

The interaction between perfluoro-2-methylpent-2-ene and ethylenedia-mine in the presence of triethylamine forms 5,9-bis(pentafluoroethyl)-6,8,8-tris(trifhioromethyl)-9-fluoro-1,4-diazabicyclo[5.2.0]nona-4,6-diene 148. With hexane-1,6-diamine, the product is 1 l-(pentafluoroethyl)-10-trifhioro-methyl-1,8-diazabicyclo[7.2.0]undeca-8,10-diene 149 (99IZY1578). The structure of 148 was confirmed by X-ray analysis (Fig. 7) (99IZV1578). 

Trioxa-spiro 5.5 undeca-7,10-dien 3,3-Dimethyl-4-isopropyli-den-9-oxo-E13/l, 723 (Chinon + En + 02)... 

Although less frequently than with polyesters, it is possible to produce other polymers from ADMET polymerisation. Mecking and co-workers [44] described the synthesis of polyacetals and polycarbonates (PC) with a sparse and systematically varied density of functional groups generated by ADMET copolymerisation of unfunctionalised undeca-1,10-diene with bis(undec-10-en-l-yloxy)methane or di(undec-lO-en-l-yl) carbonate, followed by exhaustive hydrogenation (Scheme 5.10). 

Al-Qaradawi, S. Y., Cosstick, K. B., and Gilbert, A., Intramolecular photocycloaddition of 4-phenoxybut-l-enes a convenient access to the 4-oxatricyclo[7.2.0.0 ]undeca-2,10-diene skeleton, /. Chem. Soc., Perkin Trans.1,1145,1992. 

The first step in this preparation, the epoxidation of 1,4,5,8-tetra-hydronaphthalene, exemplifies the well-known selectivity exerted by peracids in their reaction with alkenes possessing double bonds that differ in the degree of alkyl substitution.12 As regards the method of aromatization employed in the conversion of ll-oxatricyclo[4.4.1.01-6]-undeca-3,8-diene to l,6-oxido[10]annulene, the two-step bromination-dehydrobromination sequence is given preference to the one-step DDQ-dehydrogenation, which was advantageously applied in the synthesis of l,6-metliano[10]annulene,2,9 since it affords the product in higher yield and purity. 

Nitrocyclohexadiene 93a reacted with 4.0 equivalents of cyclopentadiene in toluene at 110°C for 96 h, producing the 10-glyco-l-nitrotricyclo[5.2.2.02,6]undeca-3,8-diene 96a in 70% yield. Subsequent treatment with potassium carbonate in a methanol-water (9 1) solution followed by oxidative cleavage of the sugar side chain with sodium metaperiodate afforded aldehyde 96c. Reduction of the aldehyde with sodium borohydride produced alcohol 96d. 

Allyl-5-isopropyl-3,6-dimethoxy-2-(prop-2-ynyl)-2,5-dihydropyrazine (315) gave a separable mixture of 8-isopropyl-7,10-dimethoxy-2,3-dimethylene-6, 9-diazaspiro[4.5]deca-6,9-diene (316) and 3-isopropyl-2,5-dimethoxy-10-methylene-l,4-diazaspiro[5.5]undeca-l,4,8-triene (317) [Pd(OAc)2, PPh3, PhH, A, 20°C, 24 h 32 and 24%, respectively, after separation] also analogous reactions.1610... 

In some cycloadditions of cycloproparenes, secondary products derived from opening of the cyclopropane bond were observed. The reaction of benzocyclopropene with buta-1,3-diene gave the expected bicyclo[4.4.1]undeca-l,3,5,8-tetraene(5)in 6% yield 2-vinyl-2,3-dihydro-17/-indene (43%) and 8,9-dihydro-5/7-benzocycloheptatriene (10%) were also obtained which are believed to arise via a competing radical pathway. ... 

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