72937-74-7Relevant academic research and scientific papers
An alternative enantioselective synthesis of (+)-tricyclodecadienone
Knol, Joop,Feringa, Ben L.
, p. 2527 - 2530 (1997)
The enantiomerically pure endo-cycloadduct 2 obtained from the thermal Diels-Alder reaction of 5R-(l-menthyloxy)-2(5H)-furanone with cyclopentadiene is converted into (+)-tricyclo[5.2.1.02.6]decadi-4,8-en-3one ((+)-1) in a one-pot procedure via
Asymmetric Diels-Alder Reactions of γ-Alkoxy-α-sulfinylbutenolides
Carretero, J. Carlos,Ruano, J. L. Garcia,Lorente, A.,Yuste, F.
, p. 177 - 180 (2007/10/02)
The synthesis of the enantiomerically pure 6-ethoxy-3-p-tolylsulfinyl-2(5H)-furanones (2a and 2b) and the study of their behaviour as dienophiles in asymmetric Diels-Alder reactions with cyclopentadiene are reported.Depending on the reaction conditions, t
Asymmetric Diels-Alder Reactions with 5-Menthyloxy-2(5H)-furanone
Jong, Johannes C. de,Bolhuis, Fre van,Feringa, Ben L.
, p. 1247 - 1262 (2007/10/02)
A new class of chiral dienophiles, 5-alkoxy-2(5H)-furanones, has been developed.Both enantiomers of 5-menthyloxy-2(5H)-furanone are readily available in enantiomerically pure form, starting from furfural and d- or l-menthol.Excellent diastereoselectivities (d.e. 99percent) are obtained in thermal Diels-Alder reactions with several cyclic and acyclic dienes.The use of silyl dienol ethers has resulted in new routes to enantiomerically pure cyclohexanones in a highly regioselective manner.
Asymmetric Diels-Alder Reactions with a Chiral Maleic Anhydride Analogue 5-(1-Menthyloxy)-2(5H)-furanone
Feringa, Ben L.,Jong, Johannes C. de
, p. 1125 - 1127 (2007/10/02)
5-(1-Menthyloxy)-2(5H)-furanone was used as a chiral dienophile in thermal asymmetric Diels-Alder reactions with several cyclic and acyclic dienes to give enantiomerically pure products.
