3854-96-4Relevant academic research and scientific papers
Lewis Acid Catalyzed Enantioselective Photochemical Rearrangements on the Singlet Potential Energy Surface
Leverenz, Malte,Merten, Christian,Dreuw, Andreas,Bach, Thorsten
supporting information, p. 20053 - 20057 (2019/12/30)
The oxadi-methane rearrangement of 2,4-cyclohexadienones to bicyclic ketones was found to proceed with high enantioselectivity (92-97% ee) in the presence of catalytic amounts of a chiral Lewis acid (15 examples, 52-80% yield). A notable feature of the transformation is the fact that it proceeds on the singlet hypersurface and that no triplet intermediates are involved. Rapid racemic background reactions were therefore avoided, and the catalyst loading could be kept low (10 mol %). Computational studies suggest that the enantioselectivity is determined within a Lewis acid bound singlet intermediate via a conical intersection. The utility of the method was demonstrated by a concise synthesis of the natural product trans-chrysanthemic acid.
Remarkable effect of water on functionalization of the phenyl ring in methyl-substituted benzene derivatives with F-TEDA-BF4
Kralj, Petra,Zupan, Marko,Stavber, Stojan
, p. 3880 - 3888 (2007/10/03)
Various N-F reagents reacted with hexamethylbenzene (1) forming side chain substituted alkoxides or esters in protic solvents, Ritter type side chain functionalization was observed in acetonitrile in the presence of trifluoroacetic acid, while in aqueous
Rate constants for the gas-phase reaction of hexamethylbenzene with OH radicals and H atoms and of 1,3,5-trimethylbenzene with H atoms
Berndt,Boege
, p. 124 - 129 (2007/10/03)
Rate constants for the gas-phase reaction of hexamethylbenzene (HMB) with OH radicals and H atoms and of 1,3,5-trimethylbenzene (TMB) with H atoms have been obtained in a flow system at 295±2 K and a pressure of 25 mbar He using MS measurements. Obtained rate constants from a relative rate technique are k(OH+HMB) = (1.13±0.11) 10-10, k(H+HMB) = (5.9±3.4) 10-13 and k(H+TMB) = (4.6±2.7) 10-13 cm3 molecule-1 s-1, respectively.
Tricyclic alcohols
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, (2008/06/13)
Tricyclic alcohol compounds having the formula: STR1 wherein each of R1, R2, R3, R4, R5 and R6 is selected from the group consisting of hydrogen and methyl; wherein the dashed line is a carbon-carbon single bond or a carbon-carbon double bond; and wherein, when the dashed line is a carbon-carbon single bond, one of R2 or R3 is hydrogen; useful in preparing compositions for augmenting or enhancing the flavor and/or aroma of consumble products including foods, tobacco and perfumes.
