4.8 Article

Golden times for allenes:: Gold-catalyzed cycloisomerization of β-hydroxyallenes to dihydropyrans

Journal

ORGANIC LETTERS
Volume 8, Issue 20, Pages 4485-4488

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol061669z

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The gold(I)-catalyzed 6-endo cycloisomerization of, ss-hydroxyallenes provides a mild and efficient access to chiral functionalized dihydropyrans which were obtained at room temperature in good chemical yields with axis-to-center chirality transfer. The method was extended to the, ss-aminoallene 12, which afforded tetrahydropyridine 13 in good yield as well.

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