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Synthesis 1996; 1996(12): 1489-1493
DOI: 10.1055/s-1996-4413
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Synthesis of Allenic Amino Acids via Chelate-Controlled Ester Enolate Claisen Rearrangement

Uli Kazmaier* , Carl Henrik Görbitz
  • *Organisch-Chemisches Institut der Universität, Im Neuenheimer Feld 270, D-69120 Heidelberg, Germany, Fax +49(6221)564205
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Publication Date:
31 December 2000 (online)

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Ester enolate Claisen rearrangement of amino acid propargylic esters 6 allows the synthesis of sensitive amino acids 8. This methodology is suitable not only for glycine derivatives but also for propargylic esters of various amino acids. In this case amino acids with quaternary α-carbon centers are formed.

Claisen rearrangement - amino acids - allene - chelate-enolate - propargylic esters

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