Stereoselective Synthesis of P-Chirogenic Dibenzophosphole–Boranes via Aryne Intermediates

A new aryne-mediated tandem cross-coupling/P-cyclization sequence starting from tertiary phosphine–boranes and 1,2-dibromobenzenes is reported. P-chirogenic dibenzophospholes become accessible in a regio-, chemo-, and diastereoselective way.

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Bibliographische Detailangaben
Veröffentlicht in:	Journal of organic chemistry 2012-07, Vol.77 (14), p.6117-6127
Hauptverfasser:	Diemer, Vincent, Berthelot, Anaïs, Bayardon, Jérôme, Jugé, Sylvain, Leroux, Frédéric R, Colobert, Françoise
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkynes - chemistry B derivatives Boranes - chemistry Chemical Sciences Chemistry Cyclization Exact sciences and technology Heterocyclic compounds Miscellaneous Models, Molecular Molecular Structure Organic chemistry Organometalloidal and organometallic compounds P derivatives Phosphines - chemistry Preparations and properties Stereoisomerism
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Beschreibung
Zusammenfassung:	A new aryne-mediated tandem cross-coupling/P-cyclization sequence starting from tertiary phosphine–boranes and 1,2-dibromobenzenes is reported. P-chirogenic dibenzophospholes become accessible in a regio-, chemo-, and diastereoselective way.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo3009098