Anderson, JC;
Campbell, IB;
Campos, S;
Shannon, J;
(2014)
Diastereoselective synthesis of beta-aminosulfones from the 1,2-addition to N-(para-methoxyphenyl) imines.
TETRAHEDRON LETTERS
, 55
(52)
7206 - 7208.
10.1016/j.tetlet.2014.11.017.
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Abstract
The base-promoted 1,2-addition of alkyl phenylsulfones to N-(para-methoxyphenyl) imines was investigated as a direct route to stereochemically defined β-aminosulfones. Using nBuLi as base, 2-(phenylsulfonyl)ethylbenzene was added to a range of N-(para-methoxyphenyl) imines to give β-aminosulfone products in high yields as single anti-diastereoisomers. Other less substituted alkyl phenylsulfones were not as successful.
| Type: | Article |
|---|---|
| Title: | Diastereoselective synthesis of beta-aminosulfones from the 1,2-addition to N-(para-methoxyphenyl) imines |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.1016/j.tetlet.2014.11.017 |
| Publisher version: | http://dx.doi.org/10.1016/j.tetlet.2014.11.017 |
| Language: | English |
| Additional information: | © 2014 The Authors. Published by Elsevier Ltd. This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/3.0/). |
| Keywords: | beta-Aminosulfone, Imine, Sulfone, Diastereoselective, 1,2-addition |
| UCL classification: | UCL UCL > Provost and Vice Provost Offices > UCL BEAMS UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry |
| URI: | https://discovery.ucl.ac.uk/id/eprint/1466529 |
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