A general method for the synthesis of indoles bearing a variety of substituents at the β-position, and its application to the synthesis of l-tryptophan
T Shono, Y Matsumura, T Kanazawa
Index: Shono, Tatsuya; Matsumura, Yoshihiro; Kanazawa, Takenobu Tetrahedron Letters, 1983 , vol. 24, # 12 p. 1259 - 1262
Full Text: HTML
Citation Number: 16
Abstract
Abstract A general synthetic method of β-substituted indoles such as indoleacetic acid, tryptamine and L-tryptophan has been exploited utilizing α-methoxylated amides, lactams, a carbamate, and sulfonamides, easily obtainable by an electrochemical method, as key intermediates.
Related Articles:
Production of L-Tryptophan from γ-glutamaldehydic acid
[Eto, Hirozumi; Eguchi, Chikahiko; Kagawa, Teruhiko Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 3 p. 961 - 963]
Mimics of tryptophan synthetase and of biochemical dehydroalanine formation
[Weiner, Wayne; Winkler, Jeffrey; Zimmerman, Steven C.; Czarnik, Anthony W.; Breslow, Ronald Journal of the American Chemical Society, 1985 , vol. 107, # 13 p. 4093 - 4094]
A convenient synthesis of dl-tryptophan
[Snyder; Smith Journal of the American Chemical Society, 1944 , vol. 66, p. 350]
A convenient synthesis of dl-tryptophan
[Snyder; Smith Journal of the American Chemical Society, 1944 , vol. 66, p. 350]
[Yokota, Atsushi; Oita, Shigeru; Takao, Shoichi Agricultural and Biological Chemistry, 1989 , vol. 53, # 8 p. 2037 - 2044]