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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Official URL: http://dx.doi.org/10.1016/j.tet.2004.02.056
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 |
|---|---|
| Uncontrolled Keywords: | scaffold, building block, alcohol differentiation, chemoselective acetal cleavageo-iodoxybenzoic acid, ring-closing metathesis, surfacefunctionalization, pentaerythritol, oxidation, alcohols, diols, derivatives, 1,4-diols, reduction |
| Related URLs: | http://dx.doi.org/10.1016/j.te...004.02.056 |
| Subjects: | Q Science Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| ePrint ID: | 20168 |
| URI: | http://eprints.soton.ac.uk/id/eprint/20168 |
| Deposited On: | 17 Feb 2006 |
| Last Modified: | 01 Jun 2011 12:05 |
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