Journal of the American Chemical Society

Intramolecular general acid and general base catalyses in the hydrolysis of 2-halotryptophans and their analogs

RS Phillips, LA Cohen

文献索引：Phillips; Cohen Journal of the American Chemical Society, 1986 , vol. 108, # 8 p. 2023 - 2030

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被引用次数: 20

摘要

Abstract: Radical halogenation of protected L-tryptophan, and of related indoles, leads to the corresponding 2-halo derivatives in high yield: enzymatic removal of the blocking groups provides the new amino acid analogues. In the concentration range 0.01-3.0 M HC104, hydrolysis to oxindoles of the fully protected 2-halotryptophans, as well as of 2-halo-3-(R)- indoles in general (R= CH3, CH, CO, Et, CH2CH2C02Me), increases linearly with acidity ( ...