1,1-DIANISYL-2,2,2-TRICHLOROETHYL ETHERS - A NEW PROTECTION FOR THE HYDROXYL GROUP

Citation
Rm. Karl et al., 1,1-DIANISYL-2,2,2-TRICHLOROETHYL ETHERS - A NEW PROTECTION FOR THE HYDROXYL GROUP, Tetrahedron, 51(13), 1995, pp. 3759-3766
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
51
Issue
13
Year of publication
1995
Pages
3759 - 3766
Database
ISI
SICI code
0040-4020(1995)51:13<3759:1E-ANP>2.0.ZU;2-C
Abstract
beta-Haloalkyl protecting groups are well established. However, there was a lack of an appropriate protection, especially for carboxyl and v icinal hydroxyl groups. This problem was now solved by design of the 1 ,1-dianisyl-2,2,2-trichloroethyl group (DATE). The alkylation of model alcohols with the DATE moiety is described. The resulting beta-haloal kyl ethers proved to be remarkable stable against acids and bases. Deb locking of the model alcohols is achieved in high yields.