description Larry Overman Overview
Larry E. Overman (born 1943) is an American organic chemist and professor at the University of California, Irvine. He is best known for the Overman rearrangement, a thermal [3,3]-sigmatropic rearrangement of allylic trichloroacetimidates to allylic amides that proceeds with chirality transfer. His research group also completed total syntheses of numerous complex alkaloids and terpenoids, including gelsemine and strychnine, and developed cascade reactions for constructing polycyclic molecules.
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What is the Overman rearrangement in organic chemistry?
The Overman rearrangement is a chemical reaction that converts allylic trichloroacetimidates into allylic amides. It proceeds through a thermal [3,3]-sigmatropic rearrangement.
Why is the Overman rearrangement useful for synthesizing complex molecules?
The reaction is highly valued because it reliably transfers the stereochemical arrangement from the starting alcohol to the newly formed amide. This predictable transfer of chirality is crucial for synthesizing pharmaceuticals and natural products.
Where is Larry E. Overman a professor?
Larry E. Overman is an American organic chemist who spent his academic career as a professor at the University of California, Irvine. His laboratory there has produced extensive research on complex molecule synthesis.
What specific class of organic compounds does the Overman rearrangement help produce?
The Overman rearrangement is specifically used to synthesize allylic amides. These compounds are highly versatile intermediates that can be easily converted into amines, amino acids, and other valuable nitrogen-containing compounds.
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