Dispiro- decan

Sattelkau and Eilbracht90 have exploited the Claisen rearrangement of allyl vinyl ethers in their synthesis of several spiro compounds. As shown below in equation 62, 7,9-dimethyl-l,4-dioxa-spiro[4,5]decan-8-one, 118, was converted to a ,/J-unsaturated ester 119 which was reduced to allyl alcohol 120906. Allyl vinyl ether 121 underwent a rhodium-catalyzed Claisen rearrangement to afford 7r,13r-dimethyl-l,4-dioxa-(8rC9)-dispiro[4.2.4.2]tetradecan-10-one (122) in 36% yield. 

Die Reaktion kann auch mit Natriumamid und 3-Chlor-perbenzoesaure in 1,2-Dichlor-ethan durchgefuhrt werden, z.B. wird 5,10-Bis-[hydroximino]-dispiro[3.1.3.1]decan zu 5,10-Dinitro-dispiro[3.1.3.1]decan (13%) oxidiert6 ... 

Dispiro 3.l.3.l decan 5,10-Dinitro-EI6d, 179 (Oxim - H/N02) (Oxidation)... 

Reaction of 58 (R = H) with a vinyl ketone in the presence of boron trifluoride-diethyl ether complex yielded cycloadducts, e.g. 62, in poor yields only. Further limitations were shown with deactivated, more hindered enones. In this case, the only isolated product was 4-acetyl-dispiro[2.1.2.3]decan-9-one (61, 28%), apparently generated via [4 + 2] cycloaddition of the (2-trimethylsiloxypropylidene)cyclopropane with itself. 

Cyclopropan--(10-spiro>-cyclopropane 1530... 

Stabilizers UVA 2-hydroxy-4-methoxybenzophenone 2,4-dihydroxy-benzophenone 2-benzotriazol-2-yl-4,6-di-tert-butylphenol 2-(2H-benzotriazole-2-yl)-4,6-di-tert-pentylphenol N-(2-ethoxyphenyl)-N -(4-isododecylphenyl)oxamide HAS decane-dioic acid, bis(2,2,6,6-tetramethyl-1-(octyloxy)-4-piperidinyl) ester, reaction products with 1,1-dimethylethylhydroperoxide and octane 2,4-bis[N-butyl-N-(1-cyclohexyloxy-2,2,6,6-tetra-methylpiperidin-4-yl)amino]-6-(2-hydroxyethylamine)-1,3,5-trlazlne bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate and methyl 1,2,2,6,6-pentamethyl-4-piperidyl sebacate 2-dodecyl-N-(2,2,6,6-tetramethyl-4-piperidinyl)succinimide polymer of 2,2,4,4-tetramethyl-7-oxa-3,20-diaza-dispiro [5.1.11,2]-hene-lcosan-21-on and epichlorohydrin Screener Ti02 Phosphite phosphoric acid, (2,4-di-butyl-6-methylphenyl)ethylester ... 

When dispiro[3.1.3.1]decane-2,8-dicmboxyIic acid chloride was tr ted with a tertiary amine, a white precipitate, presumably poly(trispiro[3.1.3.1.3.1]trMecane-I,3-dione), LXIII, was formed. 

Dry triethylamine added slowly under Ng to a stirred mixture of cyclohexane-carbonyl chloride and dry benzene, refluxed overnight dispiro[5.1.5.1]tetra-decane-7,14-dione. Y 49-58%. N. J. Turro, P. A. Leermakers, and G. F. Veslev. Org. Synth. 47, 34 (1967L... 

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