Literature DB >> 25847687

Enantioselective copper-catalyzed alkynylation of benzopyranyl oxocarbenium ions.

Harathi D Srinivas1, Prantik Maity1, Glenn P A Yap1, Mary P Watson1.   

Abstract

We have developed highly enantioselective, copper-catalyzed alkynylations of benzopyranyl acetals. By using a copper(I) catalyst equipped with a chiral bis(oxazoline) ligand, high yields and enantioselectivities are achieved in the alkynylation of widely available, racemic isochroman and chromene acetals to deliver α-chiral oxygen heterocycles. This method demonstrates that chiral organometallic nucleophiles can be successfully used in enantioselective additions to oxocarbenium ions.

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Year:  2015        PMID： 25847687      PMCID： PMC4822504          DOI： 10.1021/acs.joc.5b00364

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  65 in total

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8.  Catalytic asymmetric addition of aldehydes to oxocarbenium ions: a dual catalytic system for the synthesis of chromenes.

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  10 in total

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6.  Copper Bis(oxazoline)-Catalyzed Enantioselective Alkynylation of Benzopyrylium Ions.

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Review 8.  Enantioselective additions of copper acetylides to cyclic iminium and oxocarbenium ions.

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  10 in total

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