4.8 Article

Oxygen-directed intramolecular hydroboration

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 130, 期 29, 页码 9182-+

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AMER CHEMICAL SOC
DOI: 10.1021/ja800402g

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  1. NIGMS NIH HHS [T32 GM008597, GM067146, GM08597, R01 GM067146] Funding Source: Medline

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Metal-free homoallylic oxygen-directed intramolecular hydroboration is reported. Regioselectivities from 20:1 to 82:1 favoring the 1,3-dioxy-substituted products have been achieved using Me2S center dot BH3/TfOH followed by standard oxidative workup. Branching at the C5 position improves regioselectivity.

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