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Synthesis 2003(4): 0509-0512
DOI: 10.1055/s-2003-37650
PAPER
© Georg Thieme Verlag Stuttgart · New York

Conversion of Alcohols to Thiols via Tosylate Intermediates

Arthur W. Snow*, Edward E. Foos
Naval Research Laboratory, Washington, DC 20375, USA
Fax: +1(202)7670594; e-Mail: snow@ccf.nrl.navy.mil;
Further Information

Publication History

Received 26 November 2002
Publication Date:
07 March 2003 (online)

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Abstract

High yielding syntheses of mercapto terminated monodisperse dimer, trimer, and tetramer ethyleneoxide oligomers and of p-hydroxyphenethyl thiol via an alcohol-tosylate-thiol route are reported. Comparisons are made with the more conventional alcohol-bromide-thiol route.

Key Words

thiols - esters - alcohols - thiourea - ethyleneglycol oligomer

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