The synthesis of substituted bicyclo[3.2.1]octa‐2,6‐dienes
- 1 January 1969
- journal article
- research article
- Published by Wiley in Recueil des Travaux Chimiques des Pays-Bas
- Vol. 88 (7) , 766-778
- https://doi.org/10.1002/recl.19690880702
Abstract
Bicyclo[3.2.1]octa‐2,6‐diene‐ax‐ and ‐eq‐4‐carboxylic acids (IIIa) have been prepared via Knoevenagel condensation of bicyclo[3.1.0]hex‐2‐ene‐6‐endo‐carbaldehyde (Ia). Synthesis and properties are reported of endo‐4‐t‐butoxy‐bicyclo[3.1.0]hex‐2‐ene‐6‐endo‐carbaldehyde (Ib). This aldehyde has been converted to endo‐8‐t‐butoxybicyclo[3.2.1]octa‐2,6‐diene (IIIb) and to endo‐8‐t‐butoxybicyclo[3.2.1]octa‐2,6‐diene‐ax‐ and ‐eq‐4‐carboxylic acids (IIIc) respectively via Wittig methylenation and Knoevenagel condensation.Keywords
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