Phosphathiahelicenes: Synthesis and Uses in Enantioselective Gold Catalysis | Zendy

Aillard Paul | Zendy; Voituriez Arnaud | Zendy; Dova Davide | Zendy; Cauteruccio Silvia | Zendy; Licandro Emanuela | Zendy; Marinetti Angela | Zendy

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Phosphathiahelicenes: Synthesis and Uses in Enantioselective Gold Catalysis

Author(s) -

Aillard Paul,

Voituriez Arnaud,

Dova Davide,

Cauteruccio Silvia,

Licandro Emanuela,

Marinetti Angela

Publication year - 2014

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201402822

Subject(s) - enantioselective synthesis , phosphole , cycloisomerization , stereocenter , phosphine , olefin fiber , catalysis , chemistry , phosphorus , stereochemistry , organic chemistry , combinatorial chemistry

Enantiomerically pure thiahelicenes displaying a terminal phosphole unit and a stereogenic phosphorus center have been prepared by oxidative photocyclization of a diaryl‐olefin precursor. Starting from one of these phosphathiahelicene oxides, the corresponding trivalent phosphine–Au I complex is obtained with complete diastereoselectivity. It affords a new, excellent precatalyst for the enantioselective cycloisomerization of N‐tethered enynes (up to 96 % ee ).

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