Jump to main content
Jump to site search

Issue 3, 1989
Previous Article Next Article

Stereocontrolled preparation of cyclohexane amino alcohols utilising a modified Mitsunobu reaction

Abstract

A method for the introduction of amino groups into aliphatic systems is described. Cyclohex-2-enol reacts with aromatic diacylamines under Mitsunobu reaction conditions to give either N-alkylated or O-alkylated products in a controlled, predictable manner. The product cyclohexenes, with N-bromosuccinimide, give either 1,2- or 1,3-neighbouring group participation leading to 1,2,3-trisubstituted cyclohexanes. The adducts may be used to give a range of 1,2- and 1,3-amino alcohols in a stereocontrolled process.

Back to tab navigation

Article information


J. Chem. Soc., Perkin Trans. 1, 1989, 655-661
Article type
Paper

Stereocontrolled preparation of cyclohexane amino alcohols utilising a modified Mitsunobu reaction

P. G. Sammes and D. Thetford, J. Chem. Soc., Perkin Trans. 1, 1989, 655 DOI: 10.1039/P19890000655

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.


Search articles by author

Spotlight

Advertisements