Hydroboration (Brown, Herbert C.)

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Oxygen-Directed Intramolecular Hydroboration

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.BH3/TfOH followed by standard oxidative workup. Branching at the C5 position improves regioselectivity.

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ژورنال

عنوان ژورنال: Journal of Chemical Education

سال: 1963

ISSN: 0021-9584,1938-1328

DOI: 10.1021/ed040pa72.1