Synthesis, Reactivity, and Resolution of a <i>C</i><sub>2</sub>–Symmetric, P–Stereogenic Benzodiphosphetane, a Building Block for Chiral Bis(phosphines)
- Samantha C. Reynolds (2053813)
- Russell P. Hughes (1235157)
- David S. Glueck (2037307)
- Arnold L. Rheingold (1274736)
Publication date
August 2012
DOIAbstract
Although the pyramidal inversion barriers in diphosphines (R<sub>2</sub>P–PR<sub>2</sub>) are similar to those in phosphines (PR<sub>3</sub>), P-stereogenic chiral diphosphines have rarely been exploited as building blocks in asymmetric synthesis. The synthesis, reactivity, and resolution of the benzodiphosphetane <i>trans</i>-1,2-(P(<i>t</i>-Bu))<sub>2</sub>C<sub>6</sub>H<sub>4</sub> are reported. Alkylation with MeOTf followed by addition of a nucleophile gave the useful <i>C</i><sub>2</sub>-symmetric P-stereogenic ligand BenzP* and novel analogues
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