Synfacts 2008(6): 0648-0648  
DOI: 10.1055/s-2008-1072761
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart · New York

Access to γ2-Amino Acids

Contributor(s): Benjamin List, Frank Lay
Y. Chi, L. Guo, N. A. Kopf, S. H. Gellman*, M. Wiesner, J. D. Revell, S. Tonazzi, H. Wennemers*
University of Wisconsin, Madison, USA and University of Basel, Switzerland
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Publikationsverlauf

Publikationsdatum:
21. Mai 2008 (online)

Significance

The two groups present different catalytic systems for a conjugate addition reaction of aldehydes 1 to nitroethylene (2) as Michael acceptor. High yields and high enantiomeric ratios have been achieved after in situ reduction to the corresponding γ-nitro alcohols. By subsequent Jones oxidation, followed by reduction of the nitro group and protection of the resulting amino group an efficient access to protected γ2-amino acids 3 has been realized.