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全合成中的灵感、发现及未来展望。

Inspirations, discoveries, and future perspectives in total synthesis.

作者信息

Nicolaou K C

机构信息

Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.

出版信息

J Org Chem. 2009 Feb 6;74(3):951-72. doi: 10.1021/jo802351b.

Abstract

The last one hundred years have witnessed a dramatic increase in the power and reach of total synthesis. The pantheon of accomplishments in the field includes the total synthesis of molecules of unimaginable beauty and diversity such as the four discussed in this article: endiandric acids (1982), calicheamicin gamma(1)(I) (1992), Taxol (1994), and brevetoxin B (1995). Chosen from the collection of the molecules synthesized in the author's laboratories, these structures are but a small fraction of the myriad constructed in laboratories around the world over the last century. Their stories, and the background on which they were based, should serve to trace the evolution of the art of chemical synthesis to its present sharp condition, an emergence that occurred as a result of new theories and mechanistic insights, new reactions, new reagents and catalysts, and new synthetic technologies and strategies. Indeed, the advent of chemical synthesis as a whole must be considered as one of the most influential developments of the twentieth century in terms of its impact on society.

摘要

在过去的一百年里,全合成的能力和范围有了显著提升。该领域的成就数不胜数,其中包括合成出了一些美得令人难以想象且结构多样的分子,比如本文所讨论的四种分子:内消旋二萜酸(1982年)、刺孢霉素γ(1)(I)(1992年)、紫杉醇(1994年)和短裸甲藻毒素B(1995年)。这些结构是从作者实验室合成的分子集合中挑选出来的,它们只是上个世纪世界各地实验室合成出的无数分子中的一小部分。它们的故事以及其背后的背景,应该有助于追溯化学合成技术从其起源发展到当前成熟状态的演变过程,这一演变是新理论和机理见解、新反应、新试剂和催化剂以及新合成技术和策略共同作用的结果。事实上,就化学合成对社会的影响而言,它作为一个整体的出现必须被视为二十世纪最具影响力的发展之一。

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