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逆合成范式的转变。

A shift in retrosynthetic paradigm.

作者信息

Marek Ilan

机构信息

Mallat Family Laboratory of Organic Chemistry, Schulich Faculty of Chemistry, Technion-Israel Institute of Technology, Haifa, Israel.

出版信息

Chemistry. 2008;14(25):7460-8. doi: 10.1002/chem.200800580.

Abstract

The current state-of-the-art synthesis for the formation of enantiomerically enriched all-carbon quaternary stereocenters in acyclic system relies on the formation of a single carbon-carbon bond per chemical step by asymmetric catalysis. These extraordinary sophisticated methods were logically classified among the most powerful and innovative ones. In this concept article, we are proposing a new retrosynthetic paradigm to solve differently such challenging problems. These new synthetic pathways lead to the diastereo- and enantiomerically pure formation of three new carbon-carbon bonds in acyclic system, in a one-pot reaction, including the formation of all-carbon quaternary stereocenters by using classical reagents and experimental conditions and from common starting materials.

摘要

目前,在无环体系中形成对映体富集的全碳季碳立体中心的最先进合成方法依赖于通过不对称催化在每个化学步骤中形成单个碳-碳键。这些极其复杂的方法在逻辑上被归类为最强大和最具创新性的方法。在这篇概念文章中,我们提出了一种新的逆合成范式来以不同方式解决此类具有挑战性的问题。这些新的合成途径可在一锅反应中,在无环体系中以非对映体和对映体纯的方式形成三个新的碳-碳键,包括使用经典试剂和实验条件并从常见起始原料出发形成全碳季碳立体中心。

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