4.8 Article

Copper-catalyzed asymmetric [4+1] cycloadditions of enones with diazo compounds to form dihydrofurans

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 129, Issue 5, Pages 1046-1047

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja068344y

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Funding

  1. NCRR NIH HHS [S10-RR13886] Funding Source: Medline
  2. NIGMS NIH HHS [R01 GM066960-01A1, R01 GM066960, R01-GM66960] Funding Source: Medline

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This report describes the use of a planar-chiral bipyridine ligand to achieve the first diastereo- and enantioselective copper-catalyzed [4+1] cycloadditions of enones with diazo compounds to produce highly substituted 2,3-dihydrofurans. The method is applied to a catalytic asymmetric synthesis of a deoxy-C-nucleoside.

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