4.8 Article

Gold(III) chloride catalyzed cyclization of α-hydroxyallenes to 2,5-dihydrofurans

Journal

ORGANIC LETTERS
Volume 3, Issue 16, Pages 2537-2538

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol016205+

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[GRAPHICS] Functionalized alpha -hydroxyallenes 1 were smoothly converted into the corresponding 2,5-dihydrofurans 2 by using 5-10 mol % of gold(III) chloride as catalyst. This mild and efficient cyclization method can be applied to alkyl- and alkenyl-substituted allenes at room temperature, furnishing tri- and tetrasubstituted dihydrofurans in good to excellent chemical yields and with complete axis to center chirality transfer.

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