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Transition Metal Catalyzed Enantioselective Allylic Substitution in Organic Synthesis pp 235–268Cite as

Copper-catalyzed Enantioselective Allylic Substitution

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Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 38))

Abstract

The efficiency of organocopper reagents in the displacement of allylic leaving groups has been well established during the past five decades. In sharp contrast, catalytic asymmetric version of this reaction using a chiral catalyst is a more recent field of research. This chapter presents an overview of tremendous studies towards the development of an It1;ldquo;ideallyIt1;rdquo; active catalyst achieving high regio- and enantioselectivities. The comparative reactivity and generality of peptides, phosphorus, as well as N-heterocyclic carbenes based catalysts are discussed in the first part. Then, relevant scope and synthetic applications are reviewed. Noteworthily, this chapter is restricted to CIt1;ndash;C bond formation processes, excluding CIt1;ndash;B and CIt1;ndash;Si bond formations.

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Authors and Affiliations

  1. Department of Organic Chemistry, University of Geneva, 30 Quai Ernest Ansermet, 1211, Geneva 4, Switzerland

    Jean-Baptiste Langlois & Alexandre Alexakis

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  1. Jean-Baptiste Langlois
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  2. Alexandre Alexakis
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Correspondence to Alexandre Alexakis .

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  1. Inst. Organische Chemie, Universität des Saarlandes, Gebäude C 4.2, Saarbrücken, 66123, Germany

    Uli Kazmaier

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Langlois, JB., Alexakis, A. (2011). Copper-catalyzed Enantioselective Allylic Substitution. In: Kazmaier, U. (eds) Transition Metal Catalyzed Enantioselective Allylic Substitution in Organic Synthesis. Topics in Organometallic Chemistry, vol 38. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3418_2011_12

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