Conversion of acetyl cedrene (2) to its follower (3) using acetic anhydride and polyphosphoric acid involves a multi-step cationic molecular rearrangement, which is consistent with deuteriation and 1-13C labeling studies of acetyl cedrene. The key step involves cyclopropylcarbinyl cation-cyclopropylcarbinyl cation rearrangement.
- acetyl cedrene
- reaction mechanism
- deuterium exchange
- 13C labelling
Paknikar, S. K., Kamounah, F. S., Hansen, P. E., & Wadia, M. S. (2017). Multi-step rearrangement mechanism for acetyl cedrene to the hydrocarbon follower. Chemistry of Natural Compounds, 53(4), 661-664. https://doi.org/10.1007/s10600-017-2085-1