2-Undecene, 2-methyl

Methyl undecenate Methyl undecenoate. See Methyl 10-undecenoate Methyl 9-undecenoate CAS 5760-50-9 EINECS/ELINCS 227-279-3 FEMA 2750... 

The undecene methyl ester is saponified. The acid produced is converted to 11-bromoundecanoic acid in an anti-Markovnikov reaction under the influence of peroxides or light and hydrogen bromide. The bromoacid is converted to the ammonium salt of 11-amino undecanoic acid by ammonia and the free acid is liberated on lowering the pH. The free acid is polycondensed to polyamide (Nylon 11). 

Substituted TMM complexes also cycloadd to aldehydes in the presence of a tin cocatalyst such as MesSnOAc and MesSnOTs [31]. Reaction of 2-heptenal with methyl precursor (6) gave a mixture of methylenetetrahydrofurans (68) and (69). This regioselectivity is reversed with 10-undecenal and methyl precursor (5), where adduct (70) now predominates over (71). As in the carbocyclic system, the phenylthio group also functions as a regiocontrol element in reaction with cyclohexyl aldehyde. The initially formed adduct (72) eliminates the element of thio-phenol on attempted allyl rearrangement, and the overall process becomes a cycloaddition approach to furans (Scheme 2.21) [20]. 

Cyclopropane, 1,1 -dibromo-2,2-diplienyl-[Benzene, l,l -(2,2-dibromocyclo-propylidene)bis-], 32 Cyclopropanecarboxyltc acid, 70 Cydopropanes, gem-dihalo, 32 CYCLOUNDECANONE, 107 Cycloundecanone, 2-hydroxy-, 110 Cycloundecene, 1-carboxy- [1-Cyclo-undecene-1-carboxylic acid], 111 Cycloundecene, 1-methoxy-, 111 1-Cycloundecene-l-carboxyhc acid, methyl ester, 108... 

Hvdrow-undecansaure 4,6 g (25 mMol) Undecen-(10)-siiure werden in 100 ml THF unter Stickstoff mit 50 mMol Bis-[3-methyl-butyl-(2)]-boran in THF versetzt. Es entwickeln sich 24 mMol Wasserstoff. Man riihrt 30 Min. und versetzt mit 20 ml 3 n Natriumlauge und 15,5 ml (170 mMol) SS Vnigem Wasserstoffperoxid. Das erhaltene Rohprodukt wird aus Wasser kristallisiert Ausbeute 4,13 g (R2°/o d. Th.) F 68-69". 

MICHAEL ADDITIONS Alumina. Aluminum chloride. Cesium fluoride-Silicon(lV) cthoxidc. 1,4-Diazabicyclo[2.2.2]octanc. l,8-Diazabicyclo[5.4.0]-7-undecene. Ketene r-butyldimethylsilyl methyl acetal. Lithium acetylides. (S)-( + )-2-Mcthoxymethylpyrrolidine. Methyl lithiodithioacetate. Methyl (phcnylsulfinyl)acetate. Methyl 2-trimcthylsilylacrylate. Nickel carbonyl. Organocopper reagents. 8-Phenylmcnthol. Phenyl 2-(trimethylsilyl)ethynyl sulfone. Tetra-n-butylammonium fluoride. Tiianium(IV) chloride. 3-Triisopropylsilylpropynyllithiuni. Zirconium(IV) n-propoxiilc... 

Some allylic alcohols or acetates with terminal double bonds do not give methyl ketones cleanly. Oxidation of l-undecen-3-ol (7) at room temperature gave the methyl ketone (8) in 6()% yield and 1-hydroxy-... 

Chalcones can be prepared by a Heck reaction between an aryl iodide and an aryl vinyl ketone. Demethylation allows spontaneous cyclisation to the flavanone <03TL9107>. An arene-alkene photocyclisation is observed during the irradiation of dihydro-2-methyl-2-vinylnaphtho[l,2-6]pyran-4-one and benzotricyclo[5.3.1.0 ]undecenes 24 result <03TL2011>. 

Furthermore, the double-bond configuration strongly influences the stereochemical outcome of 5-alkenol cyclization. Thus, starting from ( )-2-methyl-9-undecen-5-ol [( >8], the 2,6-c/j-te-trahydro-2//-pyran-2-acetate 9A is the major component of the reaction mixture, whereas starting from (Z)-8 the 2,6-trfliw-derivative 9C is exclusively obtained82. 

Two other novel transformations are possible with this reagent. Methyl decanoate (8) undergoes twofold addition with the reagent at -25° to give bisphenylthiomethyl-carbinol (9, 73% yield). Benzoylation and reduction (Li/NHj) effects both vicinal elimination and allylic cleavage to give 2-methyl-1-undecene (10). 

C11H20O isoborneol methyl ether 5331-32-8 476.22 41.604 2 22802 C11H22 trans-5-undecene 764-97-6 465.15 40.546 1,2... 

C11H21I trans-1 -iodo-1 -undecene 66142-64-1 541.15 48.941 1.2 22880 C11H23NO 4-ethyl-2-methyl-2-(3-methylbutyl)oxazolidine 137796-06-6 467.15 40.737 1,2... 

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