Hexafluoroacetone as Protecting and Activating Reagent: Site-Selective Functionalization of α-Amino Alkanedioic Acids

Abstract

Methodology for the site-selective functionalization of α-amino alkanedioic acids (Asp, Glu and homologues) using hexa­fluoroacetone as protecting and activating reagent is described. Via new types of dielectrophiles, alternative approaches to multifunctional non-natural amino acids and some of their conjugates become readily available.

Key words

hexafluoroacetone - fluorine - DAST - diacylation - ω-carboxy-activation - amino acids

References

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19

Details on the structure are available on request from Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, UK on quoting depository number CCDC 235280.

26

Radics, G.; Spengler, J.; Koksch, B.; Berger, S.; Burger, K., manuscript in preparation.