An Organocatalytic Approach to the Synthesis of Six-Membered Heterocycles

被引：11

作者：

Gasperi, Tecla ^{[1
,2
]}

Punzi, Pasqualina ^{[3
]}

Migliorini, Antonella ^{[3
]}

Tofani, Daniela ^{[1
,2
]}

机构：

[1] Univ Roma Tre, Dept Mech & Ind Engn, I-00146 Rome, Italy

[2] Univ Roma Tre, CISDiC Ctr Interdipartimentale Serv Didatt Chim, I-00146 Rome, Italy

[3] Univ Roma La Sapienza, Dept Chem, I-00185 Rome, Italy

来源：

CURRENT ORGANIC CHEMISTRY | 2011年 / 15卷 / 13期

关键词：

Heterocycles; hetero-Diels Alder reactions; Michael additions; natural products; organocatalysis; six-membered rings; stereoselection; tandem reactions; DIELS-ALDER REACTION; HIGHLY ENANTIOSELECTIVE SYNTHESIS; MICHAEL-ALDOL REACTIONS; ONE-POT SYNTHESIS; FLUORINATED FLAVANONE DERIVATIVES; ASYMMETRIC-SYNTHESIS; ALPHA; BETA-UNSATURATED ALDEHYDES; BRONSTED ACIDS; STEREOSELECTIVE-SYNTHESIS; TRANSFER HYDROGENATION;

D O I：

10.2174/138527211796150714

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the last few years, the new era of organocatalysis opened up an effective and efficient way to high yielding metal free, enantio- and diastereoselective reactions leading to six-membered heterocycles. This review provides an overview of the current achievements in the organocatalytic synthesis of these crucial building blocks. Ranging from hetero-Diels-Alder to cycloadditions, from one step cyclizations to cascade reactions, recent results offer new powerful tools to obtain six membered heterocycles with facile procedures in high yields and stereoselection, often leading to many new stereogenic centres in a single reaction. The total syntheses of natural products having heterocyclic ring formation as crucial stage, are also reported. When available, alternative supported organocatalysts have been examined.

引用

页码：2098 / 2146

页数：49

共 152 条

[91] Efficient Organocatalytic Hetero-Diels-Alder Reactions of Activated Ketones under High Pressure for Direct Access to δ-Lactones [J].