Achieving Molecular Complexity by Organocatalytic One-Pot Strategies - A Fast Entry for Synthesis of Sphingoids, Amino Sugars, and Polyhydroxylated α-Amino Acids

被引：110

作者：

Jiang, Hao ^{[1
]}

Elsner, Petteri ^{[1
]}

Jensen, Kim L. ^{[1
]}

Falcicchio, Aurelia ^{[1
]}

Marcos, Vanesa ^{[1
]}

Jorgensen, Karl Anker ^{[1
]}

机构：

[1] Aarhus Univ, Dept Chem, Ctr Catalysis, DK-8000 Aarhus C, Denmark

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 37期

基金：

新加坡国家研究基金会;

关键词：

asymmetric catalysis; divergent synthesis; molecular complexity; synthetic methods; organocatalysis; ALPHA; BETA-UNSATURATED ALDEHYDES; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; EFFICIENT; CERAMIDE; SPHINGOLIPIDS; ESTERS; FUNCTIONALIZATION; PHYTOSPHINGOSINE; CONSTRUCTION;

D O I：

10.1002/anie.200901446

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Simple complexity: By developing an organocatalyzed chiral leaving group strategy, molecular complexity was rapidly and efficiently achieved from simple starting materials. The 4,5-disubstituted isoxazoline-N-oxide products, obtained in high yield and enantioselectivity from an organocatalyzed one-pot, three-step sequence, served as versatile building blocks for natural products (see scheme). © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：6844 / 6848

页数：5

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