Chemistry is traditionally divided into organic and inorganic chemistry. Computed Properties of C12H15NO. The former is the study of compounds containing at least one carbon-hydrogen bonds.In a patent£¬Which mentioned a new discovery about 111153-74-3
Stereospecific Lewis Acid-Promoted Reactions of Styrenyl Systems with 2-Alkoxy-(6-alkyl)-1,4-benzoquinones: Scope, Limitations, and Synthetic Applications
Titanium(IV)-promoted reactions of various (E)-1-propenylbenzenes with 2-methoxy- and 2-methoxy-6-methyl-1,4-benzoquinones produce trans 2-aryl-6-methoxy-3-(and 4-di)methyl-2,3-dihydro-5-benzofuranols (10-12), rel-(1S,6R,7R,8R)-3-methoxy-8-aryl-7-(and 1-di)methylbicyclo<4.2.0>oct-3-ene-2,5-diones (2 + 2 cycloadducts, 13-15) and/or rel-(1R,5R,6R,7R)-7-aryl-3-hydroxy-6-(and 4)-methylbicyclo<3.2.1>oct-3-ene-2,8-diones (5 + 2 cycloadducts, 16/17).In many cases, each of the three products can be obtained selectively in good yield by control of reaction conditions and/or by choice of substituents on the quinone or the propenylbenzene.The dihydrobenzofurans are formed stereoselectively, whereas the formation of the bicyclo<4.2.0> systems are stereospecific processes.Thus, reactions of (Z)-1-propenylbenzenes afford rel-(1R,6S,7R,8R)-8-aryl-3-methoxy-7-methylbicyclo<4.2.0>oct-3-ene-2,5-diones (24, 25).No bicyclo<3.2.1>systems are found in reactions of the (Z)-propenylbenzenes.The products all apparently result from a thermally allowed 2? + 4? (2 + 5) cycloaddition of the propenylbenzene with a 2-methoxy-4-oxo-2,5-cyclohexadienyl carbocation intermediate (26) formed by coordination of the Ti(IV) to the C-1 carbonyl oxygen of the quinone.In the cycloaddition, the aryl ring of the propenylbenzene occupies an endo position with respect to the pentadienyl carbocation moiety of 26 and the bicyclo<3.2.1> carbocation product of the cycloaddition (28/29) either undergoes dealkylation or rearrangement to yield the observed products.Treatment of the bicylo<4.2.0> systems with protic acid effects their rearrangement to the dihydrobenzofuranols.Reactions of 2-propenylbenzenes and arylcycloalkenes with the quinones regioselectively give dihydrobenzofuranols 43-45 and 49-54, respectively; a 2 + 2 cycloadduct is found in low yield in only one case.The 7-aryl-3-hydroxy-6-methylbicyclo<3.2.1>oct-3-ene-2,8-diones are produced exclusively in reactions of 2-((4-methoxybenzyl)oxy)-1,4-benzoquinones with various propenylbenzenes.Application of these reactions to the synthesis of (+/-)-obtusafuran, (+/-)-liliflol-B, (+/-)-kadsurenone, and (+/-) denudatin are reported.
Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.Computed Properties of C12H15NO, you can also check out more blogs about111153-74-3
Reference£º
Piperidine – Wikipedia,
Piperidine | C5H11665N – PubChem