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Diastereoselective synthesis of beta-aminosulfones from the 1,2-addition to N-(para-methoxyphenyl) imines

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. Green open access

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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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