The preparation of enantiomerically pure cyclopropylalanine

NW Boaz, SD Debenham, SE Large, MK Moore

Index: Boaz, Neil W.; Debenham, Sheryl D.; Large, Shannon E.; Moore, Mary K. Tetrahedron Asymmetry, 2003 , vol. 14, # 22 p. 3575 - 3580

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Citation Number: 28

Abstract

Single enantiomer cyclopropylalanine (> 99.9% ee) and various derivatives were prepared using an asymmetric hydrogenation approach with a rhodium catalyst based on the methyl BoPhoz™ ligand. N-Boc cyclopropylalanine benzyl ester was the preferred derivative, as this material is ripe for further selective reaction and can be recrystallized to> 99.5% enantiomeric excess.