The Claisen rearrangement is a general synthesis of γ,δ-unsaturated carbonyl compounds
المؤلف:
Jonathan Clayden , Nick Greeves , Stuart Warren
المصدر:
ORGANIC CHEMISTRY
الجزء والصفحة:
ص911-912
2025-07-24
483
The Claisen rearrangement is a general synthesis of γ,δ-unsaturated carbonyl compounds
The [3,3]-sigmatropic rearrangement itself can be carried out by heat as part of the same step or as a separate step depending on the compounds. This is a very flexible reaction sequence and can be used for aldehydes (as shown above), ketones, esters, or amides. In each case acetal like compounds are used—acetals themselves for aldehydes and ketones; orthoesters and orthoamides for the other two (although the orthoamides are often called ‘amide acetals’).
The common feature in the products of these Claisen rearrangements is a γ,δ-unsaturated carbonyl group. If this is what you need in a synthesis, make it by a Claisen rearrangement.
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