Dual Organocatalysis: Asymmetric Allylic–Allylic Alkylation of α,α‐Dicyanoalkenes and Morita–Baylis–Hillman Carbonates

書誌事項

公開日
2009-01-26
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/chem.200802534
公開者
Wiley

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説明

<jats:title>Abstract</jats:title><jats:p><jats:bold>The first highly enantioselective allylic–allylic alkylation</jats:bold> of α,α‐dicyanoalkenes and Morita–Baylis–Hillman carbonates by dual catalysis of (DHQD)<jats:sub>2</jats:sub>AQN and (<jats:italic>S</jats:italic>)‐BINOL has been investigated. Excellent stereoselectivities have been achieved for a broad spectrum of substrates (d.r. > 99:1, up to 99 % <jats:italic>ee</jats:italic>). The multifunctional allylic products could be efficiently converted to a range of complex chiral cyclic frameworks. EWG=electron‐withdrawing group, (DHQD)<jats:sub>2</jats:sub>AQN=hydroquinidine (anthraquinone‐1,4‐diyl) diether, (<jats:italic>S</jats:italic>)‐BINOL =(<jats:italic>S</jats:italic>)‐(−)‐1,1′‐bi‐2‐naphthol.<jats:boxed-text content-type="graphic" position="anchor"><jats:graphic xmlns:xlink="http://www.w3.org/1999/xlink" mimetype="image/gif" position="anchor" specific-use="enlarged-web-image" xlink:href="graphic/mcontent.gif"><jats:alt-text>magnified image</jats:alt-text></jats:graphic></jats:boxed-text></jats:p><jats:p>No Abstract</jats:p>

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