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Access to electron-rich arene-fused hexahydroquinolizinones through a gold-catalysis-initiated cascade process.

ABSTRACT: Golden Cascade: With a tethered, electron-rich arene as the internal nucleophile, a gold-catalyzed amide cyclization to an alkyne initiates a cascade process that ends with a Ferrier rearrangement. Electron-rich arene-bearing hexahydroquinolizin-2-ones are formed in good yields and can be converted into indole alkaloids in only a few steps.

SUBMITTER: Liu L

PROVIDER: S-EPMC3438900 | biostudies-other | 2012 Jul

REPOSITORIES: biostudies-other

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Access to electron-rich arene-fused hexahydroquinolizinones through a gold-catalysis-initiated cascade process.

Liu Lianzhu L Zhang Liming L

Angewandte Chemie (International ed. in English) 20120612 29

Golden Cascade: With a tethered, electron-rich arene as the internal nucleophile, a gold-catalyzed amide cyclization to an alkyne initiates a cascade process that ends with a Ferrier rearrangement. Electron-rich arene-bearing hexahydroquinolizin-2-ones are formed in good yields and can be converted into indole alkaloids in only a few steps. ...[more]

PMID: 22692916

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