Category Archives: Organic synthesis

Understanding Asymmetric Rhodium Catalyzed Carbenoid Reactions

As you may recall, my colleague, Dominique Hebrault, referenced the research of Professor Huw M.L. Davies and his colleagues at Emory University in a presentation that discussed  Continue reading

4 Ways To Improve Organic Synthesis

In collaboration with Pfizer, I will make a presentation on Four Ways To Improve Organic Synthesis on July 20, 2011. Continue reading

NESACS’s Bench to Plant Symposium

NESACS SymposiumUpon returning to the Boston area after a number of years away, I was very much looking forward to attending The Northeastern Section of the American Chemical Society (NESACS)’s Advances in Chemical Sciences “Bench to Plant” Symposium for the first time.  Held in Cambridge on October 22, about 100 scientists from the local area gathered for the one day Symposium focusing on Process R&D Chemistry, Organic Synthesis, and New Synthetic Methodology.

Some highlights of the top-notch presentations included:

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Is Lithium Salt More Like Organolithium Or Azaenolate?

2-Lithio-3,3-dimethyl-2-oxazolinyloxirane: Carbanion or Azaenolate?

Vito Capriati*, Saverio Florio*, Renzo Luisi, Filippo Maria Perna and Agnese Spina
Dipartimento Farmaco-Chimico, Università di Bari, Consorzio Interuniversitario Nazionale Metodologie e Processi Innovativi di Sintesi C.I.N.M.P.I.S., Via E. Orabona 4, I-70125 Bari, Italy; J. Org. Chem., 2008, 73 (24), pp 9552–9564.

Structure, Configurational Stability and Stereodynamics in Solution
During this work, Vito Capriati, Saverio Florio and colleagues at the University of Bari in Italy used in situ Infrared (IR) and Nuclear Magnetic Resonance (NMR) spectroscopy together to give a better insight into the stability of lithium salt and to ultimately answer the question:

“Is the lithium salt more like an organolithium or is it more like an azaenolate?”
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Heterobimetallic Bi−Rh Paddlewheel Carboxylates as Catalysts for Metal Carbenoid Transformations

Jørn Hansen†, Bo Li‡, Evgeny Dikarev‡, Jochen Autschbach§ and Huw M. L. Davies*†
† Department of Chemistry, Emory University, 440 Atwood Hall, 1515 Dickey Drive, Atlanta, Georgia 30322 ‡ Department of Chemistry, University at Albany, State University of New York, Albany, New York 12222 § Department of Chemistry, University at Buffalo, State University of New York, Buffalo, New York 14260-3000 J. Org. Chem., 2009, 74 (17), pp 6564–6571

Combined Experimental and Computational Studies
This paper reports on work by Huw Davies and colleagues at Emory University in Atlanta, GA. During their work, Professor Davies and his colleagues evaluate the catalytic activity of heterobimetallic Bi-Rh carboxylate complexes in metal carbenoid chemistry and cyclopropanation reactions. Continue reading

Metal Catalyzed Transformations Using In Situ Spectroscopy

Metal Catalyzed Transformations have been a key topic in academic research for a number of years, both for their scientific interest, as well as the large number of reactions that have become important to industry. Continue reading