New synthetic technology for the construction of N-hydroxyindoles and synthesis of nocathiacin I model systems

作者：Nicolaou K C^*; Estrada Anthony A; Freestone Graeme C; Lee Sang Hyup; Alvarez Mico Xavier

来源：Tetrahedron, 2007, 63(27): 6088-6114.

DOI：10.1016/j.tet.2007.03.072

• N-hydroxyindole
• nitrone
• nocathiacin I
• nucleophilic addition
• synthetic methods

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 alpha,beta-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.

• 出版日期2007-7-2