Issue 66, 2015

Catalytic dehydrogenative N-((triisopropylsilyl)oxy)carbonyl (Tsoc) protection of amines using iPr3SiH and CO2

Abstract

A versatile method has been found to catalyze the dehydrogenative N-((triisopropylsilyl)oxy)carbonyl (Tsoc) protection of amines using Pd/C, volatile iPr3SiH and CO2 gas without the liberation of any salts. A simple filtration/evaporation process facilitates the easy isolation of the product, thereby enhancing the utility of Tsoc as an amine-protecting group in organic synthesis.

Graphical abstract: Catalytic dehydrogenative N-((triisopropylsilyl)oxy)carbonyl (Tsoc) protection of amines using iPr3SiH and CO2

Supplementary files

Article information

Article type
Communication
Submitted
04 Jun 2015
Accepted
30 Jun 2015
First published
17 Jul 2015

Chem. Commun., 2015,51, 13110-13112

Catalytic dehydrogenative N-((triisopropylsilyl)oxy)carbonyl (Tsoc) protection of amines using iPr3SiH and CO2

S. Tanaka, T. Yamamura, S. Nakane and M. Kitamura, Chem. Commun., 2015, 51, 13110 DOI: 10.1039/C5CC04594K

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