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Overman rearrangement : ウィキペディア英語版
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.〔Organic Syntheses, Coll. Vol. 6, p.507; Vol. 58, p.4 ((Article ))〕 The Overman rearrangement was discovered in 1974 by Larry Overman.
The ()-sigmatropic rearrangement is diastereoselective requires heating but can also be catalyzed by Hg(II), or Pd(II) salts.〔Overman, L. E.; Carpenter, N. E. ''Org. React.'' 2005, ''66'', 1. 〕 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.〔Anderson, C. E.; Overman, L. E. ''J. Am. Chem. Soc.'' 2003, ''125'', 12412–12413. ()〕〔''Asymmetric Overman Rearrangement'' ''Organic Syntheses'', Vol. 82, p.134 (2005). ((Article ))〕
==See Also==

* Pinner reaction

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