Investigating highly crosslinked macroporous resins for solid-phase synthesis

被引：34

作者：

Hori, M

Gravert, DJ

Wentworth, P

Janda, KD

机构：

[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

[3] Kanebo Ltd, New Drug Discovery Res Lab, Miyakojima Ku, Osaka 534, Japan

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1998年 / 8卷 / 17期

关键词：

D O I：

10.1016/S0960-894X(98)00427-2

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The washing efficiencies of a chromophore and the reaction rates of a classical esterification reaction are improved with macroporous resins (MRs) relative to a classical Merrifield resin. Furthermore, Wacker-oxidation of a MR bound alkene yielded the expected methylketone product whereas an alkene bound to a low-crosslinked Merrifield resin gave no product, a function of the relative permeability of each of these resins to the aqueous solvent conditions employed. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：2363 / 2368

页数：6

相关论文

共 18 条

[1] PALLADIUM-CHLORIDE AND POLYETHYLENE-GLYCOL PROMOTED OXIDATION OF TERMINAL AND INTERNAL OLEFINS [J].

ALPER, H ;

JANUSZKIEWICZ, K ;

SMITH, DJH .

TETRAHEDRON LETTERS, 1985, 26 (19) :2263-2264

[2] CARBON-CARBON BOND-FORMING METHODS ON SOLID SUPPORT - UTILIZATION OF KENNER SAFETY-CATCH LINKER [J].

BACKES, BJ ;

ELLMAN, JA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (24) :11171-11172

[3] WITTIG REAGENTS BOUND TO CROSS-LINKED POLYSTYRENES [J].

BERNARD, M ;

FORD, WT .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (03) :326-332

[4] BROMINATION AND LITHIATION - 2 IMPORTANT STEPS IN FUNCTIONALIZATION OF POLYSTYRENE RESINS [J].

FARRALL, MJ ;

FRECHET, JMJ .

JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (24) :3877-3882

[5] THE FLUOREN-9-YLMETHOXYCARBONYL GROUP FOR THE PROTECTION OF HYDROXY-GROUPS - ITS APPLICATION IN THE SYNTHESIS OF AN OCTATHYMIDYLIC ACID FRAGMENT [J].

GIOELI, C ;

CHATTOPADHYAYA, JB .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (12) :672-674

[6] PREPARATION OF MERRIFIELD-RESINS THROUGH TOTAL ESTERIFICATION WITH CESIUM SALTS [J].

GISIN, BF .

HELVETICA CHIMICA ACTA, 1973, 56 (05) :1476-1482

[7]

GUYOT A, 1988, SYNTHESES SEPARATION, P11

[8] Multipolymer-supported substrate and ligand approach to the sharpless asymmetric dihydroxylation [J].

Han, H ;

Janda, KD .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (16) :1731-1733

[9] IMPROVED SYNTHESIS OF 4-ALKOXYBENZYL ALCOHOL RESIN [J].

LU, G ;

MOJSOV, S ;

TAM, JP ;

MERRIFIELD, RB .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (17) :3433-3436

[10] SOLID-PHASE PEPTIDE SYNTHESIS .3. IMPROVED SYNTHESIS OF BRADYKININ [J].

MERRIFIELD, RB .

BIOCHEMISTRY, 1964, 3 (09) :1385-&