Crystallization-Driven Asymmetric Synthesis of Pyridine-β-nitroalcohols via Discovery-Oriented Self-Resolution of a Dynamic System

被引：10

作者：

Angelin, Marcus ^{[1
]}

Vongvilai, Pornrapee ^{[1
]}

Fischer, Andreas ^{[1
]}

Ramstrom, Olof ^{[1
]}

机构：

[1] KTH Royal Inst Technol, Dept Chem, S-10044 Stockholm, Sweden

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 2010卷 / 33期

基金：

瑞典研究理事会;

关键词：

Dynamic combinatorial chemistry; Systems chemistry; Aldol reactions; Asymmetric synthesis; Crystallization; COMBINATORIAL RESOLUTION; ENANTIOSELECTIVE AUTOCATALYSIS; CHEMISTRY; COPPER(I); SELECTION;

D O I：

10.1002/ejoc.201000907

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学];

摘要：

The study of dynamic nitroaldol systems aided the discovery of a diastereoselective crystallization process through amplification of 2-nitro-1-(pyridine-4-yl)propan-1-ol. The phenomenon was further developed into an effective procedure for asymmetic synthesis of pyridine-nitroalcohols and several substrates were screened to this end. These results demonstrate how work with larger dynamic systems facilitates and increases the likelihood of serendipitous discoveries.

引用

页码：6315 / 6318

页数：4

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