Synthesis of thyroxine: biomimetic studies

…, PF Coe, AT Turner, D Whybrow

文献索引：Bell, Natalie V.; Bowman, W. Russell; Coe, Paul F.; Turner, Andrew T.; Whybrow, Del Canadian Journal of Chemistry, 1997 , vol. 75, # 6 p. 873 - 883

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被引用次数: 14

摘要

The biomimetic oxidative coupling of the ethyl ester of N-acetyl-3, 5-diiodotyrosine (1) to yield the ethyl ester of N-acetylthyroxine (2) has been investigated. A putative mechanism involving phenolic coupling to yield an intermediate aryloxydienone (7) followed by an E2 elimination for loss of the side chain has been proposed. Oxidative couplings with analogous 4-substituted 3, 5-diiodophenols indicate that a number of mechanisms are ...