Selective Deprotection of the Diphenylmethylsilyl (DPMS) Hydroxyl Protecting Group under Environmentally Responsible, Aqueous Conditions

被引：7

作者：

Akporji, Nnamdi ^{[1
]}

Lieberman, Josh ^{[1
]}

Maser, Michael ^{[2
]}

Yoshimura, Masahiko ^{[3
]}

Boskovic, Zarko ^{[4
]}

Lipshutz, Bruce H. ^{[1
]}

机构：

[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA

[2] CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA

[3] Swiss Fed Inst Technol, Dept Chem & Appl Biosci, Lab Organ Chem, CH-8093 Zurich, Switzerland

[4] Univ Kansas, Dept Med Chem, Lawrence, KS 66045 USA

来源：

CHEMCATCHEM | 2019年 / 11卷 / 23期

关键词：

green chemistry; selective silyl ether deprotection; SuFEx-catalyzed desilylations; aqueous micellar medium; CHEMISTRY; FLUORIDE;

D O I：

10.1002/cctc.201901232

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Two new methods for selective deprotection of diphenylmethylsilyl (DPMS) ethers are described. Unmasking can be achieved with either catalytic amounts of perfluoro-1-butanesulfonyl fluoride (a SuFEx reagent) under mild, aqueous micellar conditions, or using stoichiometric amounts of 18-crown-6 ether in aqueous ethanol.

引用

页码：5743 / 5747

页数：5