63867-00-5Relevant articles and documents
Detection and determination of p-coumaroylated units in lignins
Lu, Fachuang,Ralph, John
, p. 1988 - 1992 (1999)
The derivatization followed by reductive cleavage (DFRC) method cleaves α- and β-ethers in lignins but leaves lignin γ-esters intact. When applied to grasses, which contain p-coumarate esters on their lignins, esterified monolignol derivatives are release
Preparation method of avenanthramide and derivative thereof
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Paragraph 0015, (2017/08/19)
The invention provides a preparation method of avenanthramide and a derivative thereof. The avenanthramide and the derivative thereof are synthesized and obtained by mainly utilizing an organic acid and aminobenzoic acid as major reactants. The method is
Stereoselectivity control by oxaspiro rings during Diels-Alder cycloadditions to cross-conjugated cyclohexadienones: The syn oxygen phenomenon
Ohkata, Katsuo,Tamura, Yukiko,Shetuni, Brandon B.,Takagi, Ryukichi,Miyanaga, Wataru,Kojima, Satoshi,Paquette, Leo A.
, p. 16783 - 16792 (2007/10/03)
The diastereofacial selectivity operating in Diels-Alder additions involving spirocyclic cross-conjugated cyclohexadienones with dienes of varying reactivity has been investigated. The study has included the ether series 1a-c as well as the lactone/ketone pair 2a/2b. In all cases, the preferred [4+2] cycloaddition pathway consisted of bonding from that π-surface syn to the oxygen atom. 4-Substituted-4-methyl-2,5-cyclohexadienones (monocyclic systems) were also examined and found to undergo bond formation preferentially from the face bearing the more electron-withdrawing of the two groups at the 4 position. Kinetic parameters were determined for the cycloaddition of 1a and 2a to cyclopentadiene. The rate acceleration profile of solvents was in the order CF3CH2OH ? CH3CN~CH2Cl 2 for the production of 9a from 1a and CF3CH2OH ? CH2Cl2 > CH3CN for the production of 21a from 2a, respectively. This spread in polarity had no major impact on product distribution, a phenomenon also reflected in the behavior of 4-substituted-4-methyl-2,5-cyclohexadienones under comparable conditions. Theoretical assessment of these experimental facts was undertaken at the HF/6-31G* level. The facial selectivity is understandable in terms of the secondary interaction between the HOMO of the diene and LUMO of the dienophile as well as the effective hyperconjugation between the newly forming bond and the 4-anti-C-C σ-orbital due to the more electron-donating bond, as defined by the Cieplak model.