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Catalytic Asymmetric Synthesis of Cyclic Ethers Containing an α-Tetrasubstituted Stereocenter


  • Forrest Michael is gratefully acknowledged for helpful discussions and suggestions. NSF (CAREER Award 1254636) is acknowledged for financial support.


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'Ether' furan or pyran: The exo-selective cyclization of enantioenriched allenols is accomplished with high chirality transfer using as little as 0.02 mol % of a gold catalyst. The new method is effective in the synthesis of a wide range of enantioenriched cyclic ethers, which are prepared in excellent yields in three steps from readily available propargylic phosphates.