A study of catalyst selectivity with polymer bound palladium phosphine complexes on various solid phase synthesis supports

被引：12

作者：

Gilbertson, SR ^{[1
]}

Yamada, S

机构：

[1] Univ Texas, Med Branch, Chem Biol Program, Galveston, TX 77555 USA

[2] Washington Univ, Dept Chem, St Louis, MO 63130 USA

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 20期

基金：

美国国家卫生研究院;

关键词：

palladium; allylation; asymmetric; polymer;

D O I：

10.1016/j.tetlet.2004.03.110

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A peptide based ligand system is synthesized on six different supports and then examined for the ability of its palladium complex to catalyze the addition of dimethylmalonate to 3-acetoxycyclopentene in six different solvents. The results on support are correlated to the results observed with the catalyst system dissolved in solution. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：3917 / 3920

页数：4

共 19 条

[1] Synthesis of a new insoluble polymer-supported chiral alcohol auxiliary and its first application to nucleophilic addition to ketenes [J].

Akkari, R ;

Calmes, M ;

Mai, N ;

Rolland, M ;

Martinez, J .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (17) :5859-5865

[2] Multiple parallel synthesis of peptides on SynPhase™ grafted supports [J].

Ede, NJ .

JOURNAL OF IMMUNOLOGICAL METHODS, 2002, 267 (01) :3-11

[3] Application of chiral mixed phosphorus/sulfur ligands to palladium-catalyzed allylic substitutions [J].

Evans, DA ;

Campos, KR ;

Tedrow, JS ;

Michael, FE ;

Gagné, MR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (33) :7905-7920

[4]

Gilbertson SR, 1999, ANGEW CHEM INT EDIT, V38, P2750, DOI 10.1002/(SICI)1521-3773(19990917)38:18<2750::AID-ANIE2750>3.0.CO

[5]

2-5

[6] VERSATILE BUILDING-BLOCK FOR THE SYNTHESIS OF PHOSPHINE-CONTAINING PEPTIDES - THE SULFIDE OF DIPHENYLPHOSPHINOSERINE [J].

GILBERTSON, SR ;

CHEN, GH ;

MCLOUGHLIN, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (10) :4481-4482

[7] Asymmetric catalysis with libraries of palladium β-turn phosphine complexes [J].

Gilbertson, SR ;

Collibee, SE ;

Agarkov, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (27) :6522-6523

[8] The combinatorial synthesis of chiral phosphine ligands [J].

Gilbertson, SR ;

Wang, XF .

TETRAHEDRON LETTERS, 1996, 37 (36) :6475-6478

[9] Synthesis of phosphine-rhodium complexes attached to a standard peptide synthesis resin [J].

Gilbertson, SR ;

Wang, XF ;

Hoge, GS ;

Klug, CA ;

Schaefer, J .

ORGANOMETALLICS, 1996, 15 (22) :4678-4680

[10] The parallel synthesis of peptide based phosphine ligands [J].

Gilbertson, SR ;

Wang, XF .

TETRAHEDRON, 1999, 55 (39) :11609-11618

← 1 2 →