Cyclo-decane

Many of the chiral allylboron reagents discussed in Section 1.3.3.3.3.1.4. have been utilized in double asymmetric reactions with chiral aldehydes. Chiral 2-(2-butenyl)-3.5-dioxa-4-boratri-cyclo[5.2.1.02-6]decanes were among the first chiral reagents of any type to be used in double asymmetric reactions52a,b. 

DOTM A4 = 1,4,7,10 -tetraaza-1,4,7,10 -tetrakis-(carboxymethyl) cyclo do decane... 

Nonachloro-5,5-dihydrox3q)enta-cyclo[5.3.0.0 .0 .0 ]decane, see Kepone Nonanal, see Nonane Nonanoic acid, see Nonane 1-Nonanol, see Nonane 1-Nonene, see Nonane Nonyl hydroperoxide, see Nonane Norchloralachlor, see Alachlor Octachlorobiphenyl, see Pentachlorobenzene Octachlorocyclopentene, see Hexachlorobutadiene Octachlorodibenzo-/>dioxin, see Pentachlorophenol Octachlorodiphenylene dioxide, see Pentachlorophenol l,2,3,4,4a,9,10,10a-0ctahydrophenanthrene, see Phenanthrene... 

There are four possible structures for such a product (LXXVa-d). The thymine ice-dimer was proven to have the cis-syn configuration (LXXVa) by transformation into an isomer shown to be a derivative of 3,5,9-triazatri-cyclo[5,3,0,0 ] decane of cis-cis-cis configuration (LXXVI) [535-536]. 

During the synthesis of 436, Muraoka and colleagues produced the diazobi-cyclo[4.3.1]decane 435 via the classical ring expansion (equation 184). Huisgen-White rearrangement of the cyclic lactam leads to 436, a key synthetic intermediate for piperidine alkaloids. 

A few other oxidations involve no C=C bond cleavage. Cti-9-octadecene gave 9.10-diketo-octadecane with RuO /aq. Na(C10)/( Bu N)Br/CHjCl2 [324], while cyclo-octene was oxidised by RnCyaq. Na(10 )/DCE to 8-oxo-octanal [325]. Oxidation of A -, and A - steroids using RuO /aq. Na(10 )/acetone gave cis-diols, diones and acids [303] while RuO /aq. Na(10 )/CHjCyCH3CN oxidised 2,3-dichlorodecene to decane-2,3-dione [326]. 

Thioxo-6,7,9-triazaspiro[4.5]decan-10-one (714a) and 3-thioxo-l,2,4-triaza-spiro[5.5]undecan-5-one (714b) were obtained when the l-(l-thiosemicarbazido)cyclo-alkanecarboxamides (713) were treated with sodium ethoxide (63FRP1324339). 

The intramolecular cyclization dominates other possible reactions even in solvents highly susceptible to free radical attack (110). Thus, irradiation of 4,5-octanedione in butanal gives 2-hydroxy-3-methyl-2-propylcyclobutanone in 92% yield (110). Irradiation of 1,2-cyclo-decanedione (Formula 264) gives 1-hydroxybicyclo [6.2.0 ]decan-10-one (Formula 265) in 74% yield and cyclooctanone (Formula 266) in 9% yield (111). The cyclooctanone is produced together with ketene by a secondary photolysis of Formula 265 (111). 

The structure and energy of a series of ions generated from penta-cyclo[3.3.1.13,7.01 3.05 7]decane (7) has been explored by using HF, MP2 and DFT methods to estimate enthalpy changes of isodesmic disproportionation reactions and by considering the reorganization of frontier orbitals as a consequence of addition or removal of electrons from the neutral molecule.8 The dication (72+), which is considered to be Three-dimensionally homoaromatic , is stable relative to a localized structure with similar features but is highly unstable compared to the radical cation (7+i)- hi contrast, the dianion (72 ) is unstable relative to the radical anion (T) and shows no evidence of electron delocalization. 

Bai, A., Meier, G. P., Wang, Y., et al. Prodrug modification increases potassium tri-cyclo[5.2.1.0(2,6)]-decan-8-yl dithiocarbonate (D609) chemical stability and cytotoxicity against U937 leukemia cells. J. Pharmacol. Exp. Ther 309 1051—1059, 2004. 

Physical properties are related to ester-segment structure and concentration in thermoplastic polyether-ester elastomers prepared hy melt transesterification of poly(tetra-methylene ether) glycol with various diols and aromatic diesters. Diols used were 1,4-benzenedimethanol, 1,4-cyclo-hexanedimethanol, and the linear, aliphatic a,m-diols from ethylene glycol to 1,10-decane-diol. Esters used were terephthalate, isophthalate, 4,4 -biphenyldicarboxylate, 2,6-naphthalenedicarboxylate, and m-terphenyl-4,4"-dicarboxyl-ate. Ester-segment structure was found to affect many copolymer properties including ease of synthesis, molecular weight obtained, crystallization rate, elastic recovery, and tensile and tear strengths. 

An additional example is a two-step approach to the preparation of 1,5-cyclo-decadiene. By a photochemical cycloaddition of a substituted cyclobutene and 2-cyclohexenone, a strained tricyclo[4.4.0.02,5]decane system is generated. Thermolysis of the tricycle gave 1,5-cyclodecadiene [52]. 

Cobalt(II) salts are effective catalysts for the oxidation of 1,2-glycols with molecular oxygen in aprotic polar solvents such as pyridine, 4-cyanopyridine, benzonitrile, DMF, anisole, chlorobenzene and sulfolane. Water, primary alcohols, fatty acids and nitrobenzene are not suitable as solvents. Aldehydic products are further oxidized under the reaction conditions. Thus, the oxidative fission of rram-cyclo-hexane-l,2-diol gives a mixture of aldehydes and acids. However, the method is of value in the preparation of carboxylic acids from vicinal diols on an industrial scale for example, decane-1,2-diol is cleaved by oxygen, catalyzed by cobalt(II) laurate, to produce nonanoic acid in 70% yield. ... 

Bicyclo 4.4.0 decan 1,3-Dihydroxy- -osmiumsaure-cyclo-ester Vl/la, 1, 598... 

Indol 1-Isopropyl-4,5,6,7-tetrahy-dro- E6a, 685 (4-R — 1-oxa-4-aza-spiro[4.5]decan + Cyclo-hexanon)... 

DODECACHLOROOCTAHYDRO-1.3.4-METHENO-1H-CYCLOBUTA(c,d)PENTALENE DODECA-CHLOROPENTACYCLODECANE DODECACHLORO-PENTACYCLO(3,2,2,o2.6 o3.9,o5.10)DECANE ENT 25,719 FERRIAMICIDE HEXACHLOROCYCLOPENTADI-ENEDIMER l,2,3,4,5,5-HEXACHLORO-l,3-CYCLO-PENTADIENE DIMER HRS 1276 NCI-C06428 PERCHLORODIHOMOCUBANE PERCHLOROPENTA-CYCLODECANE PERCHLOROPENTACYCLO-(5.2,1, o2. 5,o3.5,o5.8)DECANE... 

Chlorosulfonyl-l 0,10-dimethyl-4-azatri-cyclo[5.2.1.0 s ] -decane-3-one, 92 Chlorosulfonyl isocyanate, 90-94, 343, 382... 

Cyclobutane formation, occasionally in fairly low yield due to ring-opening reactions, also occurred by photochemical [2 - - 2] cycloaddition of vinylcyclopropane derivatives to an a, -unsaturated ketone moiety, " a cyclobuta-1,3-diene, a 1,4-benzoquinone, 2-acylthiophenes, and on irradiation of e t/o,enr/o-2,4-bis[( )-2-(methoxycarbonyl)vinyl]bi-cyclo[1.1.0]butane. A formal [2-1-2] cycloaddition also occurred on reaction of tricyclo[3.1.0.0 ]hex-3-ene with methyl 6-oxo-5-phenyl-l,3,4-oxadiazine-2-carboxylate to give methyl 9-oxo-10-phenyl-8-oxapentacyclo[4.4.0.0 ". 0 .0 °]decane-7-carboxylate, albeit in very low yield, after nitrogen extrusion. ... 

H3C°Y x aY°CH3 h3co och3 Aceton H3CO> n3[Pg.241]

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