Journal of the Iranian Chemical Society

Saccharin sulfonic acid catalyzed N-Boc protection of amines and formation of tert-butyl ethers from alcohols

F Shirini, MA Zolfigol, M Abedini

Index: Shirini; Zolfigol; AbediniM. Journal of the Iranian Chemical Society, 2010 , vol. 7, # 3 p. 603 - 607

Full Text: HTML

Citation Number: 23

Abstract

Abstract Saccharin sulfonic acid (SaSA), as a stable reagent is easily prepared by the reaction of saccharin with neat chlorosulfonic acid at room temperature. This compound is able to catalyze conversion of amines to their corresponding N-Boc protected amines with (Boc) 2 O. Alcohols were also converted to their corresponding tert-butyl ethers. All reactions took place under mild conditions giving the desired products in good to high yields.

Related Articles:

A new method for the preparation of tertiary butyl ethers and esters

[Armstrong, Alan; Brackenridge, Ian; Jackson, Richard F.W.; Kirk, Joanna M. Tetrahedron Letters, 1988 , vol. 29, # 20 p. 2483 - 2486]

t-Butoxymethyllithium: Direct preparation from t-butyl methyl ether and applications as a hydroxymethyl anion equivalent

[Corey, E. J.; Eckrich, Thomas M. Tetrahedron Letters, 1983 , vol. 24, # 31 p. 3165 - 3168]

More Articles...