Synthesis of chiral bis(oxazolinyl)biferrocene ligands and their application to Cu(I)-catalyzed asymmetric cyclopropanation

Sung Gon Kim; Chang Woo Cho; Kyo Han Ahn

doi:10.1016/S0957-4166(97)00097-9

Synthesis of chiral bis(oxazolinyl)biferrocene ligands and their application to Cu(I)-catalyzed asymmetric cyclopropanation

Sung Gon Kim, Chang Woo Cho, Kyo Han Ahn

Pohang University of Science and Technology

Research output: Contribution to journal › Article › peer-review

56 Scopus citations

Abstract

Homochiral bis(oxazolinyl)biferrocene ligands, which have both planar and central chirality, are synthesized from oxazolinylferrocenes through a diastereoselective directed lithiation followed by an oxidative dimerization. Asymmetric cyclpropanation of styrene with diazoacetates in the presence of 5 mol% CuOTf-bis(oxazolinyl)biferrocene complexes gives 2-(phenyl)cyclopropane carboxylates in up to 99% ee.

Original language	English
Pages (from-to)	1023-1026
Number of pages	4
Journal	Tetrahedron Asymmetry
Volume	8
Issue number	7
DOIs	https://doi.org/10.1016/S0957-4166(97)00097-9
State	Published - 11 Apr 1997

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title = "Synthesis of chiral bis(oxazolinyl)biferrocene ligands and their application to Cu(I)-catalyzed asymmetric cyclopropanation",

abstract = "Homochiral bis(oxazolinyl)biferrocene ligands, which have both planar and central chirality, are synthesized from oxazolinylferrocenes through a diastereoselective directed lithiation followed by an oxidative dimerization. Asymmetric cyclpropanation of styrene with diazoacetates in the presence of 5 mol% CuOTf-bis(oxazolinyl)biferrocene complexes gives 2-(phenyl)cyclopropane carboxylates in up to 99% ee.",

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AU - Cho, Chang Woo

AU - Ahn, Kyo Han

PY - 1997/4/11

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N2 - Homochiral bis(oxazolinyl)biferrocene ligands, which have both planar and central chirality, are synthesized from oxazolinylferrocenes through a diastereoselective directed lithiation followed by an oxidative dimerization. Asymmetric cyclpropanation of styrene with diazoacetates in the presence of 5 mol% CuOTf-bis(oxazolinyl)biferrocene complexes gives 2-(phenyl)cyclopropane carboxylates in up to 99% ee.

AB - Homochiral bis(oxazolinyl)biferrocene ligands, which have both planar and central chirality, are synthesized from oxazolinylferrocenes through a diastereoselective directed lithiation followed by an oxidative dimerization. Asymmetric cyclpropanation of styrene with diazoacetates in the presence of 5 mol% CuOTf-bis(oxazolinyl)biferrocene complexes gives 2-(phenyl)cyclopropane carboxylates in up to 99% ee.

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U2 - 10.1016/S0957-4166(97)00097-9

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IS - 7

ER -

Synthesis of chiral bis(oxazolinyl)biferrocene ligands and their application to Cu(I)-catalyzed asymmetric cyclopropanation

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