5-(4'-chloromethylphenyl)pentylpolystyrene resin (CMPP resin). A new linker resin for solid-phase organic synthesis under Lewis acidic conditions

被引：31

作者：

Kobayashi, S ^{[1
]}

Moriwaki, M ^{[1
]}

机构：

[1] JAPAN SCI & TECHNOL CORP,CREST,SHINJUKU KU,TOKYO 162,JAPAN

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 24期

关键词：

D O I：

10.1016/S0040-4039(97)00857-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new linker resin for solid-phase organic synthesis under Lewis acidic conditions has been developed. The resin, 5-(4'-chloromethylphenyl)pentylpolystyrene resin (CMPP resin), has no oxygen or nitrogen atoms in its spacer moiety. Imino aldol reactions of polymer-supported silyl enol ethers using the new resin with imines were demonstrated in the presence of a Lewis acid, and it was shown that the yields using CMPP resin were much higher (ca. 10-30%) than those using Merrifield resin. (C) 1997 Elsevier Science Ltd.

引用

页码：4251 / 4254

页数：4

共 23 条

[1] [Anonymous], ANGEW CHEM INT EDIT, DOI DOI 10.1002/ANIE.199622881
[2] Development of a novel silyl ether linker for solid-phase organic synthesis
Boehm, TL
Showalter, HDH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (19) : 6498 - 6499
[3] HYDROGENOLYSES WITH CHLOROALUMINUM HYDRIDES .2. BENZYLIC ALCOHOLS
BREWSTER, JH
BAYER, HO
OSMAN, SF
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (01) : 110 - &
[4] A NOVEL AND VERSATILE SILICON-DERIVED LINKAGE AGENT, 4-[1-HYDROXY-2-(TRIMETHYLSILYL)ETHYL]BENZOIC ACID, COMPATIBLE WITH THE FMOC/T-BU STRATEGY FOR SOLID-PHASE SYNTHESIS OF C-TERMINAL PEPTIDE ACIDS
CHAO, HG
BERNATOWICZ, MS
REISS, PD
KLIMAS, CE
MATSUEDA, GR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (05) : 1746 - 1752
[5] USE OF POLYMERS AS PROTECTING GROUPS IN ORGANIC-SYNTHESIS .3. SELECTIVE FUNCTIONALIZATION OF POLYHYDROXY ALCOHOLS
FRECHET, JMJ
NUYENS, LJ
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1976, 54 (06): : 926 - 934
[6] Organic chemistry on solid supports
Fruchtel, JS
Jung, G
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (01): : 17 - 42
[7] APPLICATIONS OF COMBINATORIAL TECHNOLOGIES TO DRUG DISCOVERY .1. BACKGROUND AND PEPTIDE COMBINATORIAL LIBRARIES
GALLOP, MA
BARRETT, RW
DOWER, WJ
FODOR, SPA
GORDON, EM
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (09) : 1233 - 1251
[8] APPLICATIONS OF COMBINATORIAL TECHNOLOGIES TO DRUG DISCOVERY .2. COMBINATORIAL ORGANIC-SYNTHESIS, LIBRARY SCREENING STRATEGIES, AND FUTURE-DIRECTIONS
GORDON, EM
BARRETT, RW
DOWER, WJ
FODOR, SPA
GALLOP, MA
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (10) : 1385 - 1401
[9] USE OF AN ALLYLIC ANCHOR GROUP AND OF ITS PALLADIUM CATALYZED HYDROSTANNOLYTIC CLEAVAGE IN THE SOLID-PHASE SYNTHESIS OF PROTECTED PEPTIDE-FRAGMENTS
GUIBE, F
DANGLES, O
BALAVOINE, G
LOFFET, A
[J]. TETRAHEDRON LETTERS, 1989, 30 (20) : 2641 - 2644
[10] HAMMER RP, 1990, INT J PEPT PROT RES, V36, P31

← 1 2 3 →