
Tetrahedron Letters p. 969 - 972 (1990)
Update date:2022-08-05
Topics:
Cai, Ping
Snyder, John K.
Chen, Jin-Chung
Fine, Richard
Volicer, Ladislav
Tryptamine-4,5-dione protected as the carbamate was pepared in excellent overall yield by the oxidation of serotonin carbamate with benzeneseleninic anhydride.This o-quinone, which was potently neurotoxic, readily added sulfur nucleophiles under basic conditions including cysteine and glutathione in 1,4-fashion, a reactivity pattern which may reflect the mechanism of the neurotoxicity.
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