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Synlett 1995; 1995(11): 1138-1140
DOI: 10.1055/s-1995-5194
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Diastereoselective Synthesis of Amino Acids Containing β-Quaternary Carbon Centers via Ester Enolate Claisen Rearrangement

Uli Kazmaier*
  • *Organisch-Chemisches Institut der Universität, Im Neuenheimer Feld 270, D-69120 Heidelberg, Germany
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Publication History

Publication Date:
31 December 2000 (online)

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Ester enolate Claisen rearrangement of highly substituted glycine allylic esters allows the synthesis of sterically demanding amino acids with β-quaternary carbon centers. Because of the enolate fixation by chelation, the rearrangement occurs in a highly diastereoselective fashion.

Unsaturated amino acids - quaternary carbon centers - Claisen rearrangement - chelated enolate

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