Organolithium Reagents

Since its discovery by Schlenk and Holtz, lithiation chemistry has become a well-established technique in modern industrial synthesis. With the demand to synthesize highly complex natural products and obtain new chemical structures for probing uncharted territory in chemistry, organolithium reagents have become essential elements in the formation of known bond formations (e.g. nucleophilic addition and substitution) and the development of new technologies in organic synthesis.
Organolithium compounds, being strong bases and nucleophiles, have gained outstanding importance as key intermediates and powerful reagents in organic synthesis.
Products
- Organolithium reagents frequently participate in cross-coupling reactions.
- The butyllithium isomers n-butyllithium, chiral sec-butyllithium, and t-butyllithium are widely used in organic synthesis respectively as polymerization initiators, a source of sec-butyl carbanions, and as a strong base in Grignard reactions.
- Highly stereochemically-enriched organolithium compounds are versatile and sought-after synthetic intermediates in stereoselective synthesis.
Since organolithium reagents display high sensitivity to both air and moisture, we provide top-quality packaging in Sure/Seal™ bottles to prolong the lifetime of these reagents. Smaller-sized bottles require fewer needle entries to consume the reagent volume. Therefore, many of our organometallic reagents are also being transitioned into exclusive 25 mL Sure/Seal™ packaging to reduce waste and decomposition of more unstable reagents.
Explore how our organolithium reagents can make a difference in your scientific discoveries.
Related Resources
- Article: Selective 1,2-Additions with LaCl3·2LiCl
Grignard reagent's 1,2-addition to ketones is powerful but selective issues often arise from competitive alpha-deprotonation.
- Article: Selective Metalations using i-PrMgCl·LiCl and s-BuMgCl·LiCl
Salt additives increase both the rate and the efficiency of the Mg-halogen exchange reaction. The most effective reagents are generated with R-MgCl (R = i-Pr, s-Butyl) and 1.0 equiv of LiCl.
- Aldrichimica Acta VOL. 41 NO.3: Green, Mild, And Versatile Synthetic Methods
Includes the following articles "Transition-Metal-Catalyzed Cross-Couplings Going Green: in Water at Room Temperature" and "Preparation of Chiral Diamines by the Diaza-Cope Rearrangement (DCR)"
- Aldrichimica Acta VOL. 48 NO.2: Late Stage Functionalization
Includes the following articles "Catalytic Asymmetric Hydrogenation of α-Substituted Ketones and Aldehydes via Dynamic Kinetic Resolution: E˜cient Approach to Chiral Alcohols", "SnAP Reagents for a Cross-Coupling Approach to the One-Step Synthesis of Saturated N-Heterocycles", and "Development of Solvent Selection Guides"
- Aldrichimica Acta VOL. 48 NO.3: Spirocyclic Modules
Includes the following articles "Ynamides: Powerful and Versatile Reagents for Chemical Synthesis", "Cyclic Sulfamidate Enabled Syntheses of Amino Acids, Peptides, Carbohydrates, and Natural Products"
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