4.8 Article

Enantioselective Synthesis of 3-Substituted Cyclobutenes by Catalytic Conjugate Addition/Trapping Strategies

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 7, Pages 2750-2754

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201913825

Keywords

1; 4-addition; cross-coupling; cyclobutenones; hydrosilylation; tandem reactions

Funding

  1. National Natural Science Foundation of China [21772024, 21921003]
  2. 1000-Youth Talents Program
  3. Fudan University

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A copper-catalyzed tandem process to generate chiral cyclobutene derivatives has been developed. It is based on an enantioselective conjugate addition or reduction of a cyclobutenone and sequential trapping with a chlorophosphate in a one-pot process. These phosphates are stable under mildly acidic conditions and serve as good electrophiles in Negishi coupling reactions.

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