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Synlett 1993; 1993(7): 503-505
DOI: 10.1055/s-1993-22507
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A New and First Enantiomeric Synthesis of Chiral 1-Amino-2,2-dimethylcyclopropanecarboxylic Acids rom Dimethylcyclopropanone Acetal1

Antoine Fadel*
  • *Laboratoire des Carbocycles, associé au CNRS, Institut de Chimie Moléculaire d'Orsay, Bât. 420, Université de Paris-Sud, F-91405 Orsay, France
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Publication Date:
19 March 2002 (online)

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2,2-Dimethylcyclopropanone acetal 4a undergoes the one-pot asymmetric Strecker synthesis under sonication in presence of silica gel induced by chiral amine to provide the amino nitriles 6a-6d, which after hydrolysis or oxidative degradation, give (R)- and (S)-2,3-methanovaline 2 in good yield and high enantiomeric excess.

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