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Molybdenum-Catalyzed and Tungsten-Catalyzed Enantioselective Allylic Substitutions

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Transition Metal Catalyzed Enantioselective Allylic Substitution in Organic Synthesis

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

Abstract

Asymmetric allylic substitutions catalyzed by molybdenum and tungsten complexes provide branched chiral products from unsymmetrically substituted allylic reagents. Highly selective chiral ligands are available for both types of reactions, but for the tungsten-catalyzed substitutions, enantioselective reactions are only possible starting from achiral linear allylic substrates. A variety of stabilized carbanions can be used as nucleophiles. The molybdenum-catalyzed reaction has been applied to the synthesis of several biologically active compounds.

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Abbreviations

b:

Branched

Bipy:

Bipyridine

Boc:

tert-Butoxycarbonyl

l:

Linear

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Authors and Affiliations

  1. Organic Chemistry, KTH School of Chemical Science and Engineering, 100 44, Stockholm, Sweden

    Christina Moberg

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  1. Christina Moberg
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Correspondence to Christina Moberg .

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Editors and Affiliations

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

    Uli Kazmaier

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Moberg, C. (2011). Molybdenum-Catalyzed and Tungsten-Catalyzed Enantioselective Allylic Substitutions. 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_11

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