Ring-Closing Metathesis Approaches for the Solid-Phase Synthesis of Cyclic Peptoids

被引：46

作者：

Khan, Sharaf Nawaz ^{[1
]}

Kim, Arim ^{[1
]}

Grubbs, Robert H. ^{[2
]}

Kwon, Yong-Uk ^{[1
]}

机构：

[1] Ewha Womans Univ, Dept Chem & Nano Sci, Seoul 120750, South Korea

[2] CALTECH, Div Chem & Chem Engn, Arnold & Mabel Beckman Lab Chem Synth, Pasadena, CA 91125 USA

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 07期

关键词：

PASSIVE MEMBRANE-PERMEABILITY; OLEFIN METATHESIS; PEPTIDOMIMETIC OLIGOMERS; BIOACTIVE PEPTIDES; DICARBA-ANALOGS; SURROGATE; CONSTRUCTION; INHIBITOR; HELICES; ACID;

D O I：

10.1021/ol200226z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cyclic peptoids were efficiently synthesized on a solid phase in high yields utilizing ring-closing metathesis (RCM). This method should be a valuable tool for easy access to cyclic peptoid libraries and various cyclic compounds.

引用

页码：1582 / 1585

页数：4

共 50 条

[1] Solid-phase synthesis of cyclic sulfonamides employing a ring-closing metathesis-cleavage strategy
Brown, RCD
Castro, JL
Moriggi, JD
[J]. TETRAHEDRON LETTERS, 2000, 41 (19) : 3681 - 3685
[2] Solid-phase based total synthesis of Jasplakinolide by ring-closing metathesis
Tannert, Rene
Hu, Tai-Shan
Arndt, Hans-Dieter
Waldmann, Herbert
[J]. CHEMICAL COMMUNICATIONS, 2009, (12) : 1493 - 1495
[3] Ring-closing metathesis: development of a cyclisation-cleavage strategy for the solid-phase synthesis of cyclic sulfonamides
Moriggi, JD
Brown, LJ
Castro, JL
Brown, RCD
[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (06) : 835 - 844
[4] Synthesis of diverse macrocyclic peptidomimetics utilizing ring-closing metathesis and solid-phase synthesis
Barret, AGM
Hennessy, AJ
Le Vézouët, R
Procopiou, PA
Seale, PW
Stefaniak, S
Upton, RJ
White, AJP
Williams, DJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (04): : 1028 - 1037
[5] Synthesis of cyclic peptides by ring-closing metathesis
Reichwein, JF
Versluis, C
Liskamp, RMJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (19): : 6187 - 6195
[6] Synthesis of cyclic peptidosulfonamides by ring-closing metathesis
Brouwer, AJ
Liskamp, RMJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (11): : 3662 - 3668
[7] Synthesis of cyclic sulfones by ring-closing metathesis
Yao, QW
[J]. ORGANIC LETTERS, 2002, 4 (03) : 427 - 430
[8] A tandem ring-closing metathesis cleavable linker system for solid-phase oligosaccharide synthesis
Timmer, MSM
Codée, JDC
Overkleeft, HS
van Boom, JH
van der Marel, GA
[J]. SYNLETT, 2004, (12) : 2155 - 2158
[9] Synthesis of cyclic enehydrazides by ring-closing metathesis
Lebrun, Stephane
Couture, Axel
Deniau, Eric
Grandclaudon, Pierre
[J]. SYNTHESIS-STUTTGART, 2006, (20): : 3490 - 3494
[10] Synthesis of cyclic dipeptides by ring-closing metathesis
Reichwein, JF
Liskamp, RMJ
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2000, 2000 (12) : 2335 - 2344

← 1 2 3 4 5 →