Diastereoselectivities in the Diels-Alder reactions of cyclopentadiene with optically active dimenthyl fumarate and menthyl methyl fumarate in LiClO4/ether and on Al2O3
Reactions of cyclopentadiene with (-)-dimenthyl fumarate, which yield adducts 1 and 2, and with (-)-menthyl methyl fumarate, which yield adducts 3 through 6, were carried out on alumina activated at different temperatures, in LiClO4/ether solut
Malodour counteracting preparations for oral use comprising esterified fumarates of the formula (I) wherein X and Y have the same meaning as given in the description, is disclosed. Furthermore, the invention refers to a process for their preparation and t
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Page/Page column 10
(2008/06/13)
Asymmetric Diels-Alder reaction of unsymmetrical maleates. A chemical access to chiral, unsymmetrical cis-cyclohexene-1,2-dicarboxylates
A new route to optically active, unsymmetrical cis-cyclohexene-1,2-dicarboxylate derivatives has been developed on the basis of the asymmetric Diels-Alder reaction of chiral, unsymmetrical maleates catalyzed by certain Lewis acids. A notably high level of asymmetric induction has been observed in the asymmetric Diels-Alder reaction of unsymmetrical maleates possessing chiral auxiliaries such as α-phenethyl and trans-2-phenylcyclohexyl groups. The origin of the chiral outcome using these dienophiles has been elucidated.
ASYMMETRIC DIELS-ALDER REACTION. A FACILE ROUTE TO CHIRAL ALKYL HYDROGEN CYCLOHEXENE-1,2-DICARBOXYLATE
An efficient route to optically active alkyl hydrogen cyclohexene-1,2-dicarboxylate derivatives by means of asymmetric Diels-Alder reaction of rationally modified chiral fumarates is described.
Chiral Induction in Photochemical Reactions, VI. - Asymmetric Control of the Addition of Hemipinacol Radicals to Chiral Maleates and Fumarates
The photocatalysed addition of 2-propanol (2) to the monoesters of maleic acid 1b and 1d yields the esters of terebic acid 5b and 5d with a diastereoselectivity up to 62percent de.The major diastereomer 5d has (2S)-configuration.Diastereoselectivity of 23
Vassen, Reiner,Runsink, Jan,Scharf, Hans-Dieter
p. 3492 - 3497
(2007/10/02)
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