Journal article
On the direct 2,3-hydroxyl-group differentiation of tartaric acid esters
Abstract
Direct desymmetrization of tartaric acid esters with TIPS-triflate proceeds in up to 99% yield giving the useful intermediates 2a–b. Selective reduction of the ester groups provides access to fully differentiated threonolactone derivatives while reduction of both esters of 2a followed by periodate mediated diol cleavage allows access to 2-O-TIPS-protected l-glyceraldehyde.
Authors
McNulty J; Mao J
Journal
Tetrahedron Letters, Vol. 43, No. 21, pp. 3857–3861
Publisher
Elsevier
Publication Date
May 2002
DOI
10.1016/s0040-4039(02)00662-7
ISSN
0040-4039