53(PB1-2) インドール類のベンゼン環部修飾反応と天然物合成(ポスター発表の部)

概要

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Indole alkaloid containing substituent(s) on the benzene part is one of the most difficult natural products for its synthesis. Such difficulty comes from the much reactivities of the 1-3 positions (pyrrole part) rather than the 4-7 positions (benzene part). Here we report novel methods for selective introduction of substituents (alkyl, oxygene, nitrogene etc.) at the benzene part of indole nucleus and their applications for the syntheses of some indole alkaloids. 1. Introduction of alkyl substituents at the 4-position of indole nucleus. 1-1. Regioselective cyclization of dehydrotryptophan derivatives at the 4-position of indole nucleus. 1-2. Synthesis Uhle's ketone from indole-3-propionic acid. 2. Introduction oxygen function at 5- and 6-position of indole nucleus and the application for the syntheses of Fumitremorgin B and 7-methoxymitosene. 3. Total synthesis of Teleocidin B-1 and B-2. 3-1. Synthesis of (-)-Indolactam V. 3-2. Total synthesis of Teleocidin B-1 and B-2.
天然有機化合物討論会の論文
1987-07-25