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Double Transfer of Chirality in Organocopper‐Mediated bis(Alkylating) Cycloisomerization of Enediynes
Author(s) -
Campolo Damien,
Arif Tanzeel,
Borie Cyril,
Mouysset Dominique,
Vanthuyne Nicolas,
Naubron JeanValère,
Bertrand Michèle P.,
Nechab Malek
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201310530
Subject(s) - cycloisomerization , chirality (physics) , enantiopure drug , enantioselective synthesis , chemistry , reagent , phenanthrenes , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , physics , phenanthrene , chiral symmetry breaking , quantum mechanics , nambu–jona lasinio model , quark
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.