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. 2014 Mar 17;53(12):3227-31.
doi: 10.1002/anie.201310530. Epub 2014 Feb 19.

Double transfer of chirality in organocopper-mediated bis(alkylating) cycloisomerization of enediynes

Damien Campolo  1 , Tanzeel Arif, Cyril Borie, Dominique Mouysset, Nicolas Vanthuyne, Jean-Valère Naubron, Michèle P Bertrand, Malek Nechab
Affiliations

Double transfer of chirality in organocopper-mediated bis(alkylating) cycloisomerization of enediynes

Damien Campolo et al. Angew Chem Int Ed Engl. .

Abstract

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.

Keywords: alkynes; carbocycles; chirality; copper; cycloisomerization.

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