Rapid Formation of Hindered Cores Using an Oxidative Prins Process

被引：45

作者：

Andrez, Jean-Christophe ^{[1
]}

Giroux, Marc-Andre ^{[1
]}

Lucien, Jessica ^{[1
]}

Canesi, Sylvain ^{[1
]}

机构：

[1] Univ Quebec, Lab Methodol & Synth Prod Nat, Montreal, PQ H3C 3P8, Canada

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 19期

基金：

加拿大自然科学与工程研究理事会; 加拿大创新基金会;

关键词：

ENANTIOSELECTIVE TOTAL-SYNTHESIS; HYPERVALENT IODINE(III) REAGENT; BIARYL COUPLING REACTION; CARBON BOND FORMATION; PHENOL DEAROMATIZATION; SUBSTITUTED PHENOLS; 2+3 CYCLOADDITION; AMIDATION; DERIVATIVES; GENERATION;

D O I：

10.1021/ol101851z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unprecedented oxidative Prins transformation on phenol derivatives mediated by a hypervalent iodine reagent has been developed. This method allows a rapid access to highly substituted compact systems present in several natural products via a carbon-based addition on an aromatic core. Substitution at each ring position has been demonstrated, enabling synthesis of molecules with up to two contiguous quaternary carbon centers in good yield.

引用

页码：4368 / 4371

页数：4

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