Platinum-Catalyzed Asymmetric Alkylation of Secondary Phosphines:  Enantioselective Synthesis of P-Stereogenic Phosphines

Platinum-Catalyzed Asymmetric Alkylation of Secondary Phosphines:  Enantioselective Synthesis of P-Stereogenic Phosphines

The chiral Pt catalyst precursor Pt((R,R)-Me-Duphos)(Ph)(Cl) mediated alkylation of racemic secondary phosphines PHR(R‘) with benzyl halides in the presence of base to give enantioenriched tertiary phosphines PR(R‘)(CH2Ar). Similar reactions of bis(secondary) phosphines yielded chiral diphosphines i...

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Veröffentlicht in:Journal of the American Chemical Society 2006-03, Vol.128 (9), p.2788-2789
Hauptverfasser: Scriban, Corina, Glueck, David S
Format: Artikel
Sprache:eng
Schlagworte:
Chemical reactivity
Chemistry
Exact sciences and technology
Organic chemistry
Reactivity and mechanisms
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Zusammenfassung:The chiral Pt catalyst precursor Pt((R,R)-Me-Duphos)(Ph)(Cl) mediated alkylation of racemic secondary phosphines PHR(R‘) with benzyl halides in the presence of base to give enantioenriched tertiary phosphines PR(R‘)(CH2Ar). Similar reactions of bis(secondary) phosphines yielded chiral diphosphines in up to 93% ee and with good rac/meso diastereoselection.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja058096q