4.4 Article

Organocatalyzed [4+2] Annulation of All-Carbon Tetrasubstituted Alkenes with Allenoates:Synthesis of Highly Functionalized 2H- and 4H-Pyran Derivatives

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CHEMISTRYSELECT
卷 1, 期 17, 页码 5414-5420

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WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201601204

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  1. 'Vietnamese Government' [911]
  2. CNRS [UMR 8182]
  3. University Paris-Sud
  4. JSPS KAKENHI [JP16 K08163, JP16H01152]
  5. Grants-in-Aid for Scientific Research [16H01152, 16K08163] Funding Source: KAKEN

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A stereoselective [4+ 2] annulation of acyclic all-carbon tetrasubstituted alkenes with allenoates was described. The reaction with DABCO proceeded smoothly leading to the formation of highly functionalized 4H-pyran derivatives in good yields. We have also reported first beta-ICD-catalyzed [4+ 2] annulation affording functionalized enantioenriched 2H-pyran derivatives bearing a chiral all-carbon quaternary center.

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