4.8 Article

Phosphine-Catalyzed Enantioselective [4+2] Annulation of o-Quinone Methides with Allene Ketones

Journal

ORGANIC LETTERS
Volume 19, Issue 15, Pages 4126-4129

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01936

Keywords

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Funding

  1. National Natural Science Foundation of China [21602023, 21672158]
  2. Chongqing Research and Frontier Technology [cstc2016jcyjA0403]
  3. National University of Singapore [R-143-000-599-112]

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A phosphine-catalyzed highly enantioselective [4 + 2] annulation between ortho-quinone methides and allene ketones has been developed. The reported method led to the formation of chromane derivatives in high yields and excellent enantioselectivity. This is the first time that ortho-quinone methides are employed in phosphine-mediated cyclization reactions.

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