Journal
PURE AND APPLIED CHEMISTRY
Volume 82, Issue 7, Pages 1529-1536Publisher
WALTER DE GRUYTER GMBH
DOI: 10.1351/PAC-CON-09-09-23
Keywords
allenes; copper catalysis; gold catalysis; heterocycles; silver catalysis
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The use of the coinage metals copper, silver, and gold enables an efficient and stereoselective assembly of bioactive heterocycles via allenic intermediates. The synthesis of functionalized allenes by S(N)2'-substitution or S(N)2'-reduction is mediated or catalyzed by copper, whereas silver and gold are the catalysts of choice for subsequent 5- or 6-endo-cyclizations. Overall, this sequence proceeds with efficient center-to-axis-to-center chirality transfer.
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