Octane, 1-iodo

Octane, 1-bromo-, 55,111 Octane, 1-chloro-, 55,111 Octane, 1-iodo-, 55, 105, 111 Octane, 2-methyl-, 112 Octane, 1 tosyl- [Octane, l-(4-methylphenyl-sulfonyl) ], 55,111... 

There are many examples of the reaction of carbohydrates with Rydon reagents [16] the reaction is controlled by steric factors. Thus, no reaction occurred between 1,2-0-isopropylidene-5,6-di-0-methyl-a-D-glucofuranose and either 6 or bromotriphenoxyphos-phonium bromide, presumably because of the steric hindrance caused by the trioxabicyclo [3.3.0]octane ring-system, whereas methyl 2,5,6-tri-O-methyl-p-D-glucofuranoside reacted with 6 to give a 3-deoxy-3-iodo derivative in 31% yield. 

Perfluoro[l- bis(acetoxy)iodo octane (2) Typical Procedure 319... 

Octane Heptadecafluoro-l-iodo-ElOa, 47 (Toxicity), 81 (Application) ElOb,. 403/437/484f., 489 (Educt) EI0b2. 79/135/374 (Educt)... 

Octane l-Chloro-6-iodo-6-methyl-1.1.2.2.3.3.4.4-octafluoro- ElOb,. 483 (RH -1 + En)... 

If an aprotic solvent is used in the reaction, the resulting carbanion would undergo nucleophilic attack at the internal carbonyl group [60]. The first equation in Scheme 6.39 represents such a dual annulation reaction leading to a bicydo[3.3.0]octan-l-ol. In the second example, which starts with 5-iodo-2-methyl-... 

These results suggest an unprecedented halogen nucleofugality (Br>I) for a halogen-metal exchange (HME) or ET reaction. However, competition experiments of 1-iodo and l-bromobicyclo[2.2.2]octanes established that the iodine is ca twice as reactive as the bromine derivative131. 

It is interesting to note that l-chloro-4-methylbicyclo[2.2.2]octane does not react with Me3Sn ions but the l-chloro-4-iodo derivative 42a gives substitution of both halogens. 

A2a-bicyclo[3.3.0]octan 8-exo-Iodo-3-oxo- E21e, 5329 (4-CONH2 — cycl.-en + I2)... 

Knapp S, Gibson FS. lodolactamization 8-exo-Iodo-2-azabicyclo [3.3.0.octan-3-one. Org. Synth. 1998 9 516-521. 

Some studies directed at the synthesis of the b + c + d rings of gibberellic acid, and in particular the fragment (134), have been reported.The Diels-Alder addition of butadiene to the cyclopentenone (135) afforded (136), which was converted via its iodo-lactone (137) into the tricyclic compound (138). However, the synthesis broke down at the removal of the ring D substituents. l-Hydroxy-7-methylenebicyclo[3,2,l]octane (139) provides a model for the gibbane-steviol c/d ring system. A synthetic route involves the photoaddition of allene to 1-cyclopentene-l-aldehyde to give l-formyl-7-methylenebicyclo-... 

Stereoselective, fused-ring alicyclic alcohols are prepared in 10-77% yields from haloalkylalicyclic ketones. The cyclic ketones range from C5 to C7, with iodo-, bromopropyl-, or bromobutyl-substitution in the 2-position. Bicyclo[3.3.0]octan-l-ols, [4.3.0]nona-l-ols, [4.4.0]deca-l-ols, and [5.3.0]decan-l-ols are also prepared. When the side chain is extended to iodopentyl, no bicyclic products are obtained. Usually the ring fusion is cisoid [53],... 

Dibromo-, 8,8-dichloro- and exo-8-bromobicyclo[5.1.0]octane 24a-c were converted by silver(I) perchlorate in methanolic solution to the corresponding trani-cyclooctenols 25, in high yield. In all cases the product consists only of the one indicated stereoisomer. 2-Iodo-and 2-alkyl-substituted tro 5-cycloalkenes have been prepared analogously. ... 

Alkylation of the lithium enolate of 2-(methoxycarbonyl)tricyclo[3.3.0.0- ]octan-3-one with dimethyl 2-ethoxy-3-iodo-l-propenylphosphonate affords reasonable yields of the enol ether, which may then be converted into the corresponding p-ketophosphonate in 87% yield by HCl-acetone hydrolysis at... 

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