Synthesis, Reactivity, and Resolution of a C2–Symmetric, P–Stereogenic Benzodiphosphetane, a Building Block for Chiral Bis(phosphines)
Organic Letters2012Vol. 14(16), pp. 4238–4241
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Abstract
Although the pyramidal inversion barriers in diphosphines (R(2)P-PR(2)) are similar to those in phosphines (PR(3)), P-stereogenic chiral diphosphines have rarely been exploited as building blocks in asymmetric synthesis. The synthesis, reactivity, and resolution of the benzodiphosphetane trans-1,2-(P(t-Bu))(2)C(6)H(4) are reported. Alkylation with MeOTf followed by addition of a nucleophile gave the useful C(2)-symmetric P-stereogenic ligand BenzP* and novel analogues.
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