期刊
ORGANIC LETTERS
卷 20, 期 17, 页码 5431-5434出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b02335
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A practical synthesis of chiral tryptamines from simple, unprotected indoles has been developed. Indole nucleophiles prepared with MeMgCl in the presence of CuCl reacted with chiral cyclic sulfamidates almost exclusively at the C-3-position of indole to form a variety of alpha- and/or beta-substituted chiral tryptamines in good yield with excellent regioselectivity. The utility of this simple alkylation process has been demonstrated with the practical synthesis of two biologically active targets, cipargamin and TIK-301, which were completed in three steps, starting from the corresponding indole starting materials.
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