Sequential Diels–Alder Reaction/Rearrangement Sequence: Synthesis of Functionalized Bicyclo[2.2.1]heptane Derivatives and Revision of Their Relative Configuration
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https://figshare.com/articles/dataset/Sequential_Diels_Alder_Reaction_Rearrangement_Sequence_Synthesis_of_Functionalized_Bicyclo_2_2_1_heptane_Derivatives_and_Revision_of_Their_Relative_Configuration/2036583
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资源简介:
A sequential Diels–Alder reaction/rearrangement
sequence
was developed for the synthesis of diverse functionalized bicyclo[2.2.1]heptanes
as novel floral and woody odorants. The outcome of the rearrangement
depended on the substitution pattern of the dienes. 2D NMR analysis
has established the correct relative configuration of the bicyclo[2.2.1]heptanone,
which was originally misassigned. Furthermore, when the initiating
DA reaction was catalyzed by a chiral Lewis acid, the bicyclo[2.2.1]heptane
derivatives including (+)-herbanone can be obtained in an enantiomeric
ratio (er) up to 96.5:3.5.
创建时间:
2015-12-17



