92419-65-3Relevant articles and documents
Diastereoselectivities in the Diels-Alder reactions of cyclopentadiene with optically active dimenthyl fumarate and menthyl methyl fumarate in LiClO4/ether and on Al2O3
Bains,Pagni,Kabalka,Pala
, p. 821 - 834 (1994)
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
Asymmetric Diels-Alder reaction of unsymmetrical maleates. A chemical access to chiral, unsymmetrical cis-cyclohexene-1,2-dicarboxylates
Maruoka, Keiji,Akakura, Matsujiro,Saito, Susumu,Ooi, Takashi,Yamamoto, Hisashi
, p. 6153 - 6158 (2007/10/02)
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.
Chiral Induction in Photochemical Reactions, VI. - Asymmetric Control of the Addition of Hemipinacol Radicals to Chiral Maleates and Fumarates
Vassen, Reiner,Runsink, Jan,Scharf, Hans-Dieter
, p. 3492 - 3497 (2007/10/02)
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