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Multi-Step Rearrangement Mechanism for Acetyl Cedrene to the Hydrocarbon Follower†

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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… Click to show full abstract

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.

Keywords: acetyl cedrene; step; rearrangement; follower; multi step

Journal Title: Chemistry of Natural Compounds
Year Published: 2017

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