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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 ).