Cyclic allylic carbonates as a renewable platform for protecting chemistry in waterElectronic supplementary information (ESI) available: Additional kinetic data, experimental details, NMR spectra and mass data. See DOI: 10.1039/c8gc01622d

The present work explores different cyclic allylic carbonates as a potential class of allylcarbamate precursors. The 5-membered carbonate formed a carbamate with very good thermal and pH stability, which could be cleanly deprotected in aqueous solution, in just 30 min with 2 mol% Pd(OAc) 2 as cataly...

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Bibliographic Details
Main Authors Olsén, Peter, Morvan, Jennifer, Sawadjoon, Supaporn, Shatskiy, Andrey, Johnston, Eric V, Åkermark, Björn
Format Journal Article
Published 16.07.2018
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Summary:The present work explores different cyclic allylic carbonates as a potential class of allylcarbamate precursors. The 5-membered carbonate formed a carbamate with very good thermal and pH stability, which could be cleanly deprotected in aqueous solution, in just 30 min with 2 mol% Pd(OAc) 2 as catalyst. The polar nature of the installed motif made it possible to deprotect highly unpolar substrates in water as solvent. All in water - functional cyclic carbonates as a versatile and renewable protection/deprotection platform.
Bibliography:10.1039/c8gc01622d
Electronic supplementary information (ESI) available: Additional kinetic data, experimental details, NMR spectra and mass data. See DOI
ISSN:1463-9262
1463-9270
DOI:10.1039/c8gc01622d