RE: Post SHTF morphine.
"3. Synthesis via Eschenmoser-Claisen Rearrangement3
In addition to the cuprate chemistry we also used sigmatropic rearrangements to establish the benzylic quaternary stereocenter (Scheme 2). Diastereoselective reduction of 1 furnished the allylic alcohol 7 which underwent Eschenmoser-Claisen rearrangement to afford amide 8. Modification of the C2-side chain of 8, followed by diastereoselective epoxidation, then gave sulfonamide 9. Treatment of 9 with trifluoroacetic acid (TFA) in dry THF effected the desired ring closure with concomitant demethylation and provided the secondary alcohol 10. Finally, 10 was converted into the secomorphinane 4, thereby intercepting our previous synthetic route."
Right!!![/i]
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