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Overman rearrangement

The Overman rearrangement is a chemical reaction that can be described as a Claisen rearrangement of allylic alcohols to give allylic trichloroacetamides through an imidate intermediate.{{cite journal

The Overman rearrangement

The [3,3]-sigmatropic rearrangement is diastereoselective and requires heating or the use of Hg(II) or Pd(II) salts as catalysts. The resulting allylamine structures can be transformed into many chemically and biologically important natural and un-natural amino acids (like (1-adamantyl)glycine).

The Overman rearrangement may also be used for asymmetric synthesis.

References

link. (2011-05-14 ))
(2005). "The Allylic Trihaloacetimidate Rearrangement". [[Org. React.]].
Chen, Y. K.. (2002). "A General, Highly Enantioselective Method for the Synthesis of D and L α-Amino Acids and Allylic Amines". [[Journal of the American Chemical Society]].
Anderson, C. E.; Overman, L. E. ''[[J. Am. Chem. Soc.]]'' '''2003''', ''125'', 12412–12413. ({{doi. 10.1021/ja037086r)
link. (2011-05-14 ))

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rearrangement-reactions name-reactions carboximidates

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