Issue 22, 1986

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.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1986, 1648-1649

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, 1648 DOI: 10.1039/C39860001648

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements