Synthesis of solid-phase bound sulfonate esters

Citation
B. Furman et al., Synthesis of solid-phase bound sulfonate esters, SYN COMMUN, 31(18), 2001, pp. 2795-2802
Citations number
24
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
31
Issue
18
Year of publication
2001
Pages
2795 - 2802
Database
ISI
SICI code
0039-7911(2001)31:18<2795:SOSBSE>2.0.ZU;2-G
Abstract
p-Pivaloyloxybenzenesulfonyl and methylsulfonyl residues were used as linke rs to attach secondary alcohols to Wang resin and to Merrifield resin, resp ectively. p-Pivaloyloxybenzenesulfonates of alcohols were deprotected at th e phenolic group and coupled with Wang resin by Mitsunobu reaction whereas mesylates were lithiated at the methyl group and subsequently connected wit h chloromethyl residues of Merrifield resin.