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New Studies and a Reinvestigation on [4+2] Cycloadditions of (−)-Thebaine: Asymmetrical Diels-Alder Reactions with a Conformationally Fixed Chiral Diene

✍ Scribed by Pindur, Ulf ;Keilhofer, Diana


Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
878 KB
Volume
1993
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

Some novel Diels‐Alder reactions of the opium alkaloid (−)‐thebaine (1) as an electron‐rich diene and a reinvestigation of its reactions with cyclic and acyclic dienophiles are described. The π‐facial selectivity has been studied on the basis of structural analyses of the cycloadducts. Some related results on [4 + 2] cycloaddition reactions of 1‐methoxy‐1,3‐cyclohexadiene (11) are also reported.