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Course Materials

A Course Manual, a distillation of 862 pages of SoS1 of the key, synthetically valuable reagents, reactions and uses of organolithiums presented in PPT format with original references.

A CD-ROM of selected chapters and experimental procedures of the reagent-oriented SoS Vol. 8a provided by Thieme on site.

“… da zahlreiche aus der roten Flamme fortgeschleuderte Funken gelbglühend sind, gewahrt das Abbrennen von Lithiummethyl eine prächtigen Anglick.”

“... the numerous yellow-glowing sparks thrown out by
the red flame make the burning of methyllithium a magnificent sight.“

Schlenk, W.; Holtz. J. Ber. Chem. Ges. 1917, 50, 262.

“Thinking of polar organometallic compounds as carbanions is an impoverishment rather than a simplication.”

Seebach, D. Lecture, International Symposium on the Chemistry of Carbanions, Durham, UK, 1984.

I’m an anode for batteries of high voltage kinds. And my carbonate helps to cheer up depressed minds.
I do so much work and I’m never at rest
And of all other elements I’m clearly the best.

Amy Laird, Student, Lisgar Collegiate School, Ottawa, Canada, CHEM 13 News, 1992 February issue, p5



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In the beginning, there was Lithium...

Lithium is the ribbon that threads its way into a variety of organolithium compounds to form a complex and rich embroidery which initiates much synthetic organic chemistry. To substantiate this claim, a 2005 SciFinder keyword search only for “lithium and base choice” generated 54,146 hits. Organolithium chemistry is practiced daily in the laboratory.

This Short Course, presented in collaboration with Thieme Verlag and based on our recently published Science of Synthesis (SoS) volume,1 represents an attempt to present the state-of-the-art of organolithium compounds in synthetic methodology.

 

Science of Synthesis1, Volume 8a

The volume starts with a remarkable introduction by Majewski and Snieckus, highlighting more recent general trends and surprising applications in organolithium chemistry.
The formula schemes are spacious and well drawn, supporting rapid perception of the chemistry by the reader. Moreover, these seduce one into browsing through chapters that one did not intend to read. I am sure that every synthetic chemist will soon find facts, important for his or her work, of which he or she was not previously aware.

Hoppe, D. Synthesis, 2006, 14, 2444

1 Science of Synthesis, Majewski, M.; Snieckus, V. Eds. Vol. 8a: “Organometallics; Compounds of Group I; Li”, Georg Thieme Verlag: Stuttgart, 2005, pp 1-862.

 

Course Themes

Theme 1: Lithium Inorganics

Theme 2: Lithio “Carbanions” (Polare Organometalle – Schlosser)

Theme 3: Lithio Enolates

Click here or use the 'Outline' tab at the top of the page to view details of each Theme and the subjects which will be covered.

 

Aims, Approach, Consequences

To provide conceptual frameworks for synthetic chemists in the diverse uses of modern organolithiums, whether reagents initiating reactions or intermediates undergoing transformation to functional and practical products.

To judiciously select, based on current appreciation,1 the areas of most significance in synthetic methodology in which organolithiums play the key role organized along three Themes (see Course Outline).

To present applications of the organolithium methods for the construction of bioactive molecules and natural products.

To focus on current perspectives, to distill, and not to slight, where appropriate, requirement to present fundamental concepts of reactivity and stereochemistry by mechanistic rationalization.

Significantly, to highlight experimental and practical aspects, which represent the major focus of the SoS series1 as selected by practicing organolithium chemist contributing authors.

To anticipate, based on previous experience (VS), a diverse group of course participants which include medicinal, material science and agrochemists in small-scale and process research programs with diverse backgrounds from Technology Diploma, to B.S., to M.Sc. and Ph.D. Most welcome are Managers and Team Leaders may enjoy an update on organolithiums.

To facilitate, on paper and hopefully in the lab, for use of illustrious (LDA) and arguably less known (LiCN) reagents, conceptualizing their reactions, especially enantioselective, for the construction of functionalized molecules, and selected application in the synthesis of compounds of biological and natural product interest, both small and large scale.

 

The organisers reserve the right to change the published programme of events and course content as circumstances dictate.

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