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6: Alkoxy Radicals

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    24029

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    Radical formation by abstraction of a hydrogen atom potentially can convert a partially pro­tected carbohydrate into either an oxygen-centered or carbon-centered radical (Scheme 1). In prac­tice, however, such abstraction produces only carbon-centered radicals because their greater sta­bil­ity is reflected in the transition state leading to their formation. Because hydroxyl groups in unprotected or partially protected carbohydrates do not react with radicals typically present during transformation of carbohydrates (e.g., Bu3Sn·, (Me3Si)3Si·, or various carbon-centered radicals), protecting these groups is not necessary to prevent them from becoming involved in radical reac­tions.

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    This page titled 6: Alkoxy Radicals is shared under a All Rights Reserved (used with permission) license and was authored, remixed, and/or curated by Roger W. Binkley and Edith R. Binkley.

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