Safe Removal of the Allyl Protecting Groups of Allyl Esters using a Recyclable, Low-Leaching and Ligand-Free Palladium Nanoparticle Catalyst

被引:21
作者
Takagi, Koji [1 ]
Fukuda, Hayato [1 ]
Shuto, Satoshi [1 ,4 ]
Otaka, Akira [2 ,3 ]
Arisawa, Mitsuhiro [1 ,5 ]
机构
[1] Hokkaido Univ, Fac Pharmaceut Sci, Kita Ku, Sapporo, Hokkaido 0600812, Japan
[2] Univ Tokushima, Inst Biomed Sci, Tokushima 7708505, Japan
[3] Univ Tokushima, Grad Sch Pharmaceut Sci, Tokushima 7708505, Japan
[4] Hokkaido Univ, Ctr Res & Educ Drug Discovery, Kita Ku, Sapporo, Hokkaido 0600812, Japan
[5] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650862, Japan
关键词
allyl ester; allyl protecting group; cleavage; deprotection; ester; nanoparticle; palladium; GOLD-SUPPORTED PALLADIUM; SIDE-CHAIN; DEPROTECTION; GLYCOPEPTIDES; CARBAPENEMS; DERIVATIVES; ENVIRONMENT; AMINATION; FACILE; ETHERS;
D O I
10.1002/adsc.201500055
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A safe, facile and low-leaching (up to 0.04 ppm) method has been developed for the removal of allyl, prenyl and benzyl protecting groups from the corresponding esters, using a sulfur-modified gold-supported palladium (SAPd) nanoparticle catalyst, which is known to be non-flammable. The catalyst itself was found to be recyclable and the reaction appeared to proceed on the surface of the SAPd.
引用
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页码:2119 / 2124
页数:6
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