Abstract

A catalytic asymmetric synthesis of imidazolines with a fully substituted β-carbon atom by a Mannich-type addition/cyclization reaction of isocyanoacetate pronucleophiles and N-diphenylphosphinoyl ketimines has been developed. When a combination of a cinchona-derived aminophosphine precatalyst and silver oxide was employed as a binary catalyst system, good reactivity, high diastereoselectivities (up to 99:1 d.r.), and excellent enantioselectivities (up to 99 % ee) were obtained for a range of substrates.

Direct Catalytic Enantio- and Diastereoselective Mannich Reaction of Isocyanoacetates and Ketimines^†

1. Dr. Irene Ortín and
2. Prof. Dr. Darren J. Dixon^*

Article first published online: 24 FEB 2014

DOI: 10.1002/anie.201309719

Angewandte Chemie International Edition

Volume 53, Issue 13, pages 3462–3465, March 24, 2014

see........http://onlinelibrary.wiley.com/doi/10.1002/anie.201309719/abstract

Ortín, I. and Dixon, D. J. (2014), Direct Catalytic Enantio- and Diastereoselective Mannich Reaction of Isocyanoacetates and Ketimines. Angew. Chem. Int. Ed., 53: 3462–3465. doi: 10.1002/anie.201309719

Author Information

1. Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA (UK)

Email: Prof. Dr. Darren J. Dixon (darren.dixon@chem.ox.ac.uk)

^*Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford OX1 3TA (UK)===

Professor Darren J. Dixon

Darren.Dixon@chem.ox.ac.uk

http://research.chem.ox.ac.uk/darren-dixon.aspx

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A route to convert CO2: synthesis of 3,4,5-trisubstituted oxazolones

Green Chem., 2015, Advance Article

DOI: 10.1039/C4GC02033B, Paper

Jiayin Hu, Jun Ma, Zhaofu Zhang, Qinggong Zhu, Huacong Zhou, Wenjing Lu, Buxing Han

CO2 can react with various propargylic amines to form 3,4,5-trisubstituted oxazolones catalyzed by the active, selective and stable ionic liquids.

A route to convert CO2: synthesis of 3,4,5-trisubstituted oxazolones

http://pubs.rsc.org/en/Content/ArticleLanding/2015/GC/C4GC02033B?utm_source=feedburner&utm_medium=feed&utm_campaign=Feed%3A+rss%2FGC+%28RSC+-+Green+Chem.+latest+articles%29#!divAbstract

Production of value-added chemicals using carbon dioxide (CO2) as a feedstock is favorable to the sustainable development of the chemical industry. In this work, we have discovered for the first time that CO2 can react with propargylic amines to produce 3,4,5-trisubstituted oxazolones, a class of very useful chemicals. It was found that the ionic liquid (IL) 1-butyl-3-methylimidazolium acetate ([Bmim][OAc]) can catalyze the reactions efficiently at atmospheric pressure under metal-free conditions. It was also found that [Bmim][OAc] and IL 1-butyl-3-methylimidazolium bis((trifluoromethyl)sulfonyl)imide ([Bmim][Tf2N]) have an excellent synergistic effect for promoting the reactions. The [Bmim][OAc]/[Bmim][Tf2N] catalytic system can be reused at least five times without loss in catalytic activity and selectivity. The reaction mechanism was proposed on the basis of density functional theory (DFT) calculation and the experimental results.

Interview with a Ketamine Chemist

............

read this
 http://www.vice.com/read/interview-with-ketamine-chemist-704-v18n2

  http://www.vice.com/read/interview-with-ketamine-chemist-704-v18n2

  http://www.vice.com/read/interview-with-ketamine-chemist-704-v18n2

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