Dialkylammonium tert-Butylmethylphosphinites: Stable Intermediates for the Synthesis of P-Stereogenic Ligands

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dc.contributor.author	Salomó, Ernest
dc.contributor.author	Prades, Amparo
dc.contributor.author	Riera i Escalé, Antoni
dc.contributor.author	Verdaguer i Espaulella, Xavier
dc.date	2017-07-25T08:38:28Z
dc.date	2018-06-22T22:01:24Z
dc.date	2017-06-22
dc.date	2017-07-25T08:38:28Z
dc.identifier.citation	0022-3263
dc.identifier.uri	http://hdl.handle.net/2445/114291
dc.format	5 p.
dc.format	application/pdf
dc.language.iso	eng
dc.publisher	American Chemical Society
dc.relation	Versió postprint del document publicat a: https://doi.org/10.1021/acs.joc.7b01180
dc.relation	Journal of Organic Chemistry, 2017
dc.relation	https://doi.org/10.1021/acs.joc.7b01180
dc.rights	(c) American Chemical Society, 2017
dc.rights	info:eu-repo/semantics/openAccess
dc.subject	Lligands (Bioquímica)
dc.subject	Compostos fosforosos
dc.subject	Catàlisi asimètrica
dc.subject	Ligands (Biochemistry)
dc.subject	Phosphorus compounds
dc.subject	Enantioselective catalysis
dc.title	Dialkylammonium tert-Butylmethylphosphinites: Stable Intermediates for the Synthesis of P-Stereogenic Ligands
dc.type	info:eu-repo/semantics/article
dc.type	info:eu-repo/semantics/acceptedVersion
dc.description.abstract	The preparation of shelf-stable crystalline salts of tert-butylmethylphosphinous acid borane 1 is described. X-ray analysis of diisopropylammonium tert-butylmethylphosphinite borane 4 revealed the existence of a cyclic hydrogen-bond network in the solid state which accounts for the increased melting point and stability. Dialkylammonium phosphinite boranes are convenient precursors of the chiral tert-butylmethylphosphine fragment. Compound 4 can be directly employed in SN2@P reactions with different nucleophiles to yield valuable P-stereogenic intermediates and ligands.

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