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Catalytic Enantioselective Alkynylation of Prochiral sp<sup>3</sup> C−H Bonds Adjacent to a Nitrogen Atom

Organic Letters · 2004 · Vol. 6(26) · pp. 4997–4999
Zhiping LiChao‐Jun Li

Abstract

[reaction: see text] The construction of chiral carbon centers via the first catalytic asymmetric alkynylation of prochiral CH2 groups was developed by using a copper-catalyzed double activation of sp3 and sp C-H bonds. Optically active 1-alkynylated tetrahydroisoquinolines were obtained by this method.

Catalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and CatalysisAlkynylationChemistryEnantioselective synthesisCatalysisNitrogen atomNitrogenAsymmetric carbonCopperAtom (system on chip)Optically active

MeSH terms

AcetyleneAlkynesCatalysisCopperIsoquinolinesNitrogenStereoisomerismMolecular Structure

Funding

  • Natural Sciences and Engineering Research Council of Canada
Citations
364
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