S-Fluorenylmethyl protection of the cysteine side chain upon Nα-Fmoc deprotection

Deprotection of an Nα-Fmoc-protected glycocysteine derivative 7 with an excess of morpholine unexpectedly led to the fluorenylmethyl-protected thioether 8 in high yield. The suggested mechanism for this reaction comprises the addition of the cysteine thiolate on the exocyclic double bond of dibenzof...

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Bibliographic Details
Main Authors: Johannes W. Wehner, Thisbe K. Lindhorst
Format: Article
Language:English
Published: Beilstein-Institut 2012-12-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.8.242