Synthesis p. 731 - 733 (1992)
Update date:2022-08-04
Topics: nucleophiles Indole TrpHis Moroidin 2-Chloro-1-methoxymethylindole-3-carboxaldehyde Carboxaldehyde
Comber
Moody
2-Chloro-1-methoxymethylindole-3-carboxaldehyde (3) is an excellent substrate for a range of nitrogen nucleophiles and gives 2-substituted indoles. Use of a histidine based nucleophile results in the formation of the N-(2-indolyl)imidazole (11), a precursor for the unusually substituted tryptophan residue of the bicyclic octapeptide moroidin.
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Doi:10.1007/s10600-005-0174-z
(2005)Doi:10.1039/JR9380000843
()Doi:10.1007/BF01532295
(1931)Doi:10.1016/S0040-4020(01)87570-0
(1986)Doi:10.1021/om050179s
(2005)Doi:10.1016/0008-6215(83)88200-7
(1983)