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Chiral allene-containing phosphines in asymmetric catalysis.

ABSTRACT: We demonstrate that allenes, chiral 1,2-dienes, appended with basic functionality can serve as ligands for transition metals. We describe an allene-containing bisphosphine that, when coordinated to Rh(I), promotes the asymmetric addition of arylboronic acids to ?-keto esters with high enantioselectivity. Solution and solid-state structural analysis reveals that one olefin of the allene can coordinate to transition metals, generating bi- and tridentate ligands.

SUBMITTER: Cai F 

PROVIDER: S-EPMC3216402 | biostudies-literature | 2011 Nov

REPOSITORIES: biostudies-literature

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Chiral allene-containing phosphines in asymmetric catalysis.

Cai Feng F   Pu Xiaotao X   Qi Xiangbing X   Lynch Vincent V   Radha Akella A   Ready Joseph M JM  

Journal of the American Chemical Society 20111021 45

We demonstrate that allenes, chiral 1,2-dienes, appended with basic functionality can serve as ligands for transition metals. We describe an allene-containing bisphosphine that, when coordinated to Rh(I), promotes the asymmetric addition of arylboronic acids to α-keto esters with high enantioselectivity. Solution and solid-state structural analysis reveals that one olefin of the allene can coordinate to transition metals, generating bi- and tridentate ligands. ...[more]

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