A novel, thioacetal based linker for solid-phase synthesis

Citation
Cm. Huwe et H. Kunzer, A novel, thioacetal based linker for solid-phase synthesis, TETRAHEDR L, 40(4), 1999, pp. 683-686
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
4
Year of publication
1999
Pages
683 - 686
Database
ISI
SICI code
0040-4039(19990122)40:4<683:ANTBLF>2.0.ZU;2-X
Abstract
Commercially available (+/-)-alpha-lipoic acid was employed as a novel, che mically robust linker for the immobilization of ketones. The utility of thi s thioacetal based linker in solid-phase synthesis was demonstrated by synt hesizing several 4-acetylbiphenyls and 4-alkoxyacetophenones via Suzuki and Mitsunobu reactions, respectively. The products were easily cleaved from s olid support by treatment with [bis(trifluoroacetoxy)iodo] benzene. (C) 199 9 Elsevier Science Ltd. All rights reserved.