Download PDF
Synfacts 2010(5): 0596-0596  
DOI: 10.1055/s-0029-1219742
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Desymmetrization of meso-Pyrrolidines via Biocatalytic C-H Oxidation

Contributor(s): Benjamin List, Steffen Müller
V. Köhler, K. R. Bailey, A. Znabet, J. Raftery, M. Helliwell, N. J. Turner*
University of Manchester, UK
Further Information

Publication History

Publication Date:
22 April 2010 (online)

    Permissions and Reprints

Significance

Turner and colleagues report the enantiotopos-differentiating biocatalytic oxidation of substituted meso-pyrrolidines using monamine oxidases (MAO-N D5). The oxidation products were obtained in good to high yields and excellent enantioselectivities. The versatility of this process was demonstrated by converting the obtained Δ¹-pyrrolines into amino nitriles and nonproteinogenic amino acids by trans-selective addition of cyanide and further functional group manipulations, respectively.