112945-67-2Relevant academic research and scientific papers
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.
