Abstract
A new synthetic method providing expedient access to a wide range of polyfunctionalized N-hydroxyindoles ( IV) is reported. These unique constructs are assembled by nucleophilic additions to in situ generated α,β-unsaturated nitrones ( III) through carbon–carbon and carbon–heteroatom bond formation. The new synthetic technology was applied to the synthesis of nocathiacin I ( 1) model systems ( 2 and 3a– c) containing the N-hydroxyindole structural motif.
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