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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), pp. 3625-3636. (doi:10.1016/j.tet.2004.02.056).

Record type: Article


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.

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Published date: 12 April 2004
Keywords: scaffold, building block, alcohol differentiation, chemoselective acetal cleavageo-iodoxybenzoic acid, ring-closing metathesis, surfacefunctionalization, pentaerythritol, oxidation, alcohols, diols, derivatives, 1, 4-diols, reduction


Local EPrints ID: 20168
ISSN: 0040-4020
PURE UUID: b1c94a0f-64a3-4f9d-b970-9851a322bdba
ORCID for B. Linclau: ORCID iD

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Date deposited: 17 Feb 2006
Last modified: 17 Jul 2017 16:29

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Author: P. Clarke
Author: M. J. Jeffery
Author: A. J. Boydell
Author: S. Whiting
Author: B. Linclau ORCID iD

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