期刊
ORGANIC LETTERS
卷 14, 期 10, 页码 2610-2613出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol300922b
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资金
- National Science Foundation [CHE-11-52949]
- Deutsche Forschungsgemeinschaft [SCHO 1403/1-1]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1152949] Funding Source: National Science Foundation
Direct, one-pot, operationally simple, and highly enantioselective iso-Pictet-Spengler reactions are reported. The reactions involve the condensation of either (1H-indol-4-yl)methanamine or 2-(1H-Indol-1-yl)ethanamine with a variety of alpha-ketoamides, followed by the addition of a simple and commercially available chiral silicon Lewis acid. These reactions are the first asymmetric examples of these cyclization modes and provide access to 3,3-disubstituted-1,3,4,5-tetrahydropyrrolo[4,3,2-de]isoquinolines and 1,1-disubstituted-1,2,3,4-tetrahydropyrazino[1,2-a]indoles, respectively, two relatively underexplored indole-based core structure motifs in medicinal chemistry.
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