Selective removal of phenacyl ester group with a TBAF·xH2O-thiol system from amino acid derivatives containing benzyl or 4-nitrobenzyl ester

DOI: 10.1016/S0040-4039(00)73561-1

Source and publish data:

Tetrahedron Letters p. 2783 - 2786 (1993)

Update date:2022-08-04

Topics: Hydrolysis TBAF Thiol Tetrahydrofuran (THF) Oxidation-reduction reaction Protecting groups

Authors:

Ueki, Masaaki

Aoki, Hiroko

Katoh, Tsuyoshi

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Article abstract of DOI:10.1016/S0040-4039(00)73561-1

A facile cleavage method of phenacyl ester bonds by combined use of tetrabutylammonium fluoride hydrate (TRAF·xH₂O) and 1-octanethiol was established. Benzyl and 4-nitrobenzyl esters are almost stable toward this reagent.

Full text of DOI:10.1016/S0040-4039(00)73561-1

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