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).

Phosphathiahelicenes : synthesis and uses in enantioselective gold catalysis / P. Aillard, A. Voituriez, D. Dova, S. Cauteruccio, E. Licandro, A. Marinetti. - In: CHEMISTRY-A EUROPEAN JOURNAL. - ISSN 0947-6539. - 20:39(2014 Sep 22), pp. 12373-12376. [10.1002/chem.201402822]

Phosphathiahelicenes : synthesis and uses in enantioselective gold catalysis

D. Dova;S. Cauteruccio;E. Licandro
;
2014

Abstract

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).
enantioselectivity; enyne cycloisomerization; gold; phosphahelicenes; thiahelicenes
Settore CHIM/06 - Chimica Organica
22-set-2014
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/242394
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