Full and partial differentiation of tris-1,1,1-(hydroxymethyl)ethane via direct and indirect methodology


Clarke, P., Jeffery, M. J., Boydell, A. J., Whiting, S. and Linclau, B. (2004) Full and partial differentiation of tris-1,1,1-(hydroxymethyl)ethane via direct and indirect methodology. Tetrahedron, 60, (16), 3625-3636. (doi:10.1016/j.tet.2004.02.056).

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Description/Abstract

Tris-1,1,1-(hydroxymethyl)ethane 1 was converted to a series of mono- and disubstituted derivatives. An indirect protocol for the differentiation of the alcohol groups was employed for the synthesis of partially and fully differentiated 1 containing a protected aldehyde unit. Complete differentiation of the alcohol groups was also achieved using a direct strategy (two steps from 1). The first synthesis of 1,3-dialclehydes derived from 1 is reported in two steps.

Item Type: Article
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Keywords: scaffold, building block, alcohol differentiation, chemoselective acetal cleavageo-iodoxybenzoic acid, ring-closing metathesis, surfacefunctionalization, pentaerythritol, oxidation, alcohols, diols, derivatives, 1,4-diols, reduction
Subjects: Q Science
Q Science > QD Chemistry
Divisions: University Structure - Pre August 2011 > School of Chemistry
ePrint ID: 20168
Date Deposited: 17 Feb 2006
Last Modified: 27 Mar 2014 18:09
URI: http://eprints.soton.ac.uk/id/eprint/20168

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