Synthesis 2005(7): 1058-1060  
DOI: 10.1055/s-2005-861843
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

Highly Symmetrical Amino Acid-Derived N,N′-Diacylated Sulfodiimines

Juan R. Dehli, Carsten Bolm*
Institut für Organische Chemie der RWTH Aachen, Professor-Pirlet-Str. 1, 52056 Aachen, Germany
Fax: +49(241)8092391; e-Mail: carsten.bolm@oc.rwth-aachen.de;
Further Information

Publication History

Received 13 December 2004
Publication Date:
10 March 2005 (eFirst)

Abstract

A mild and efficient method for the coupling of sulfodiimines with N-protected amino acids has been developed, yielding the corresponding N,N′-diacylated sulfodiimines with up to 94% yield.

    References

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12

In this case, the meso-product resulting from an epimerization would possess two diastereotopic methyl groups. Those would be in rather different chemical and electronic environments and, therefore, two different chemical shifts would be likely to occur in the 1H NMR spectrum.