Bandini Marco, Melloni Alfonso, Umani-Ronchi Achille
Dipartimento di Chimica G. Ciamician, Università di Bologna, Via Selmi 2, 40126 Bologna, Italy.
Angew Chem Int Ed Engl. 2004 Feb 1;43(5):550-6. doi: 10.1002/anie.200301679.
After more than 125 years, the Friedel-Crafts alkylation is still one of the most studied and most utilized reactions in organic synthesis. What is the secret of this astonishing success? Perhaps the great versatility in scope and applicability continues to justify its crucial role in the synthesis of more and more complex molecules. However, it has taken more than a century for asymmetric catalytic versions of this reaction to be developed and subsequently extended to a range of aromatic compounds and alkylating agents. Herein we review recent developments in the design and use of catalytic and stereoselective strategies for the alkylation of aromatic systems and synthesis of a wide range of polyfunctionalized enantiomerically enriched compounds.
历经125多年,傅克烷基化反应仍是有机合成领域中研究最多、应用最广的反应之一。这一惊人成功的秘诀是什么呢?或许是其在适用范围和应用方面的巨大通用性,使其在合成越来越复杂的分子中继续发挥着关键作用。然而,该反应的不对称催化版本历经一个多世纪才得以开发,并随后扩展到一系列芳香族化合物和烷基化试剂。在此,我们综述了用于芳香体系烷基化及合成多种多官能团对映体富集化合物的催化和立体选择性策略的设计与应用方面的最新进展。