4.8 Article

Double Transfer of Chirality in Organocopper-Mediated bis(Alkylating) Cycloisomerization of Enediynes

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 12, Pages 3227-3231

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201310530

Keywords

alkynes; carbocycles; chirality; copper; cycloisomerization

Funding

  1. Aix-Marseille Universite
  2. CNRS
  3. ANR (JCJC MOCER2)
  4. Region Paca

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An original synthesis of chiral benzofulvenes triggered by organocopper reagents is reported. These enantiopure products are available through a highly chemo-, regio-, diastereo-, and enantioselective bis(alkylating) cycloisomerization process. A double chirality transfer (central-to-axial-to-central) is observed.

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