Efficient and practical aerobic radical addition of thiophosphites to alkenes

Thiophosphites, but not phosphites, add onto alkenes under very mild conditions when treated with triethylborane and oxygen, and deliver the expected adducts in high isolated yields. This method, featuring a high atom economy, complements those described in literature and can be used to initiate tan...

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Bibliographic Details
Published in:Tetrahedron letters 2001-08, Vol.42 (33), p.5673-5676
Main Authors: Gautier, Arnaud, Garipova, Goulnara, Dubert, Olivier, Oulyadi, Hassan, Piettre, Serge R
Format: Article
Language:English
Subjects:
boron
cascade radical cyclization
phosphonothioate
radical addition
thiophosphite
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Summary:Thiophosphites, but not phosphites, add onto alkenes under very mild conditions when treated with triethylborane and oxygen, and deliver the expected adducts in high isolated yields. This method, featuring a high atom economy, complements those described in literature and can be used to initiate tandem cascade processes. Thiophosphites add onto alkenes under very mild conditions when treated with triethylborane and oxygen to deliver the expected adducts in high isolated yields. This method can be used to initiate tandem cascade processes.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(01)01074-7