4.4 Article

Nickel-catalyzed [2+2] cycloaddition reaction using bisallenes

Journal

TETRAHEDRON LETTERS
Volume 60, Issue 43, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2019.151168

Keywords

Allenes; Nickel; Cycloaddition; Allenamides

Funding

  1. Japan Society for the Promotion of Science (JSPS) [17K08205]
  2. Grants-in-Aid for Scientific Research [17K08205] Funding Source: KAKEN

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A nickel-catalyzed [2 + 2] cycloaddition of bisallenes has been described. Simple bisallenes are employed for the formation of head to head cycloadducts in the presence of Ni(O) with xantphos. The dienyl moiety in a product were applicable for various [4 + 2] cycloaddition reactions. Allene-allenamides under Ni-xantphos system gave the tricyclic compounds through sequential [2 + 2]-[4 + 2] cycloaddition reaction in highly stereoselective manner. (C) 2019 Elsevier Ltd. All rights reserved.

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