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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 43, 2013 - Issue 3
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Original Articles

TBD-Catalyzed Ring Opening of Aziridines with Silylated Nucleophiles

, &
Pages 406-414 | Received 14 Jun 2011, Published online: 02 Nov 2012
 

Abstract

The ring opening of N-tosylaziridines with silylated nucleophiles catalyzed by 1,5,7-triazabicyclo[4,4,0]dec-5-ene (TBD) afforded the corresponding β-functionalized sulfonamides in excellent yields under mild reaction conditions.

GRAPHICAL ABSTRACT

Notes

a Water (1 eq.) was added.

b MTBD, 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene.

c TMG, tetramethyl guanidine.

d TTMPP, tris(2,4,6-trimethoxy phenyl)phosphine.

a Isolated yield.

b Water (1 eq.) was added.

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