Synthesis and applications of fluorous silyl protecting groups with improved acid stability

Authors
Rover, S Wipf, P
Citation
S. Rover et P. Wipf, Synthesis and applications of fluorous silyl protecting groups with improved acid stability, TETRAHEDR L, 40(31), 1999, pp. 5667-5670
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
31
Year of publication
1999
Pages
5667 - 5670
Database
ISI
SICI code
0040-4039(19990730)40:31<5667:SAAOFS>2.0.ZU;2-8
Abstract
Fluorous alkoxysilyl protecting groups have been developed and evaluated fo r their acid stability. tert-Butyl-phenyl-1H,1H,2H,2H-heptadecafluorodecylo xysilyl (BPFOS) ethers in particular were found to be surprisingly acid sta ble and allow simple protection-purification-deprotection schemes by liquid -liquid extraction with FC72/CH3CN or by solid phase extraction with fluoro us reverse phase silica gel. (C) 1999 Elsevier Science Ltd. All rights rese rved.