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

被引：51

作者：

Nicolaou, K. C. ^{[1
,2
]}

Estrada, Anthony A. ^{[1
,2
]}

Freestone, Graeme C. ^{[1
]}

Lee, Sang Hyup ^{[1
]}

Alvarez-Mico, Xavier ^{[1
]}

机构：

[1] Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

[2] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA

来源：

TETRAHEDRON | 2007年 / 63卷 / 27期

关键词：

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

D O I：

10.1016/j.tet.2007.03.072

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：6088 / 6114

页数：27

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