4.5 Article

Enantio- and diastereocontrol in intermolecular cyclopropanation reaction of styrene catalyzed by dirhodium(II) complexes with bulky ortho- metalated aryl phosphines:: Catalysis in water as solvent.: Study of a (+)-nonlinear effect

Journal

ORGANOMETALLICS
Volume 25, Issue 21, Pages 4977-4984

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/om060484t

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Enantiomerically pure dirhodium(II) complexes with ortho-metalated para-substituted aryl phosphines have been shown to lead to an enantio- and diastereoselective cyclopropanation of styrene with ethyl diazoacetate. Enantioselectivities up to 91% and diastereoselectivities up to 90% are observed for ethyl cis-2-phenylcyclopropanecarboxylate. High enantio- and diastereoselectivities are observed for the synthesis of ethyl cis-2-phenylcyclopropanecarboxylate using water as solvent. Additionally, a (+)-nonlinear effect, (+)-NLE, has been observed and studied in the asymmetric catalytic reaction developed in n- pentane.

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