Tetrahedron Letters p. 7889 - 7892 (1996)
Update date:2022-08-02
Topics:
Waldman, Steve R.
Monte, Aaron P.
Bracey, Ann
Nichols, David E.
An improved synthesis of a potent serotonin agonist 1a and its novel derivative 1b is described, making use of a Claisen rearrangement whose unstable phenolic product is methylated and isomerized in situ. This method may be of general use in the synthesis of α-methoxylated phenethylamine derivatives. The synthesis also includes an unusual, one pot demethylation/primary alcohol bromination with boron tribromide.
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(1996)