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Issue 22, 1986
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Stereoselective reduction of (R,S)-[(η5-C5H5)Fe(CO)(PPh3)([double bond, length half m-dash]COCH2CH2CMe2)]+ and complete epimerisation of the kinetic (RR,SS)-diastereoisomer to the thermodynamic (RS,SR)-diastereoisomer of the product [(η5-C5H5)Fe(CO)(PPh3){C(H)OCH2CH2CMe2}]

Abstract

Hydride reduction of the cation [(η5-C5H5)Fe(CO)(PPh3)([double bond, length half m-dash][graphic ommitted]Me2)]+ occurs completely stereoselectively to give the kinetic product (RR,SS)-[(η5-C5H5)Fe(CO)(PPh3){[graphic ommitted]Me2}] which subsequently under mild acid conditions epimerises completely to the thermodynamically more stable (RS,SR)-diastereoisomer; a simple conformational analysis rationalises both these phenomena.

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Article type: Paper
DOI: 10.1039/C39860001648
Citation: J. Chem. Soc., Chem. Commun., 1986,0, 1648-1649
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    Stereoselective reduction of (R,S)-[(η5-C5H5)Fe(CO)(PPh3)([double bond, length half m-dash]COCH2CH2CMe2)]+ and complete epimerisation of the kinetic (RR,SS)-diastereoisomer to the thermodynamic (RS,SR)-diastereoisomer of the product [(η5-C5H5)Fe(CO)(PPh3){C(H)OCH2CH2CMe2}]

    A. P. Ayscough and S. G. Davies, J. Chem. Soc., Chem. Commun., 1986, 0, 1648
    DOI: 10.1039/C39860001648

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