Solid-phase synthesis of natural product-like macrocycles by a sequence of Ugi-4CR and SNAr-based cycloetherification

被引：58

作者：

Cristau, P

Vors, JP

Zhu, JP ^{[1
]}

机构：

[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

[2] Bayer Cropsci, F-69009 Lyon, France

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 30期

关键词：

D O I：

10.1016/S0040-4039(03)01378-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An on-resin Ugi four-component reaction followed by an intramolecular nucleophilic aromatic substitution (SNAr) has been developed for the rapid access to biaryl-ether containing macrocycles. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：5575 / 5578

页数：4

共 46 条

[21] K-13, A NOVEL INHIBITOR OF ANGIOTENSIN-I CONVERTING ENZYME PRODUCED BY MICROMONOSPORA-HALOPHYTICA SUBSP EXILISIA .1. FERMENTATION, ISOLATION AND BIOLOGICAL PROPERTIES [J].

KASE, H ;

KANEKO, M ;

YAMADA, K .

JOURNAL OF ANTIBIOTICS, 1987, 40 (04) :450-454

[22] A new resin-bound universal isonitrile for the ugi 4CC reaction: Preparation and applications to the synthesis of 2,5-diketopiperazines and 1,4-benzodiazepine-2,5-diones [J].

Kennedy, AL ;

Fryer, AM ;

Josey, JA .

ORGANIC LETTERS, 2002, 4 (07) :1167-1170

[23] Solid support synthesis of 14-membered macrocycles containing the thioether bridge via SNAr methodology [J].

Kiselyov, AS ;

Eisenberg, S ;

Luo, Y .

TETRAHEDRON, 1998, 54 (36) :10635-10640

[24]

Nicolaou KC, 1999, ANGEW CHEM INT EDIT, V38, P2096, DOI 10.1002/(SICI)1521-3773(19990802)38:15<2096::AID-ANIE2096>3.0.CO

[25]

2-F

[26]

Oertel K, 2000, ANGEW CHEM INT EDIT, V39, P1431, DOI 10.1002/(SICI)1521-3773(20000417)39:8<1431::AID-ANIE1431>3.0.CO

[27]

2-N

[28] Novel and highly efficient synthesis of substituted dibenz[b,g]1,5-oxazocines.: A direct comparison of the solution versus solid-phase approach [J].

Ouyang, XH ;

Chen, ZD ;

Liu, LB ;

Dominguez, C ;

Kiselyov, AS .

TETRAHEDRON, 2000, 56 (16) :2369-2377

[29] A facile synthesis of N-carbamoylmethyl-α-aminobutyrolactones by the Ugi multicomponent condensation reaction [J].

Park, SJ ;

Keum, G ;

Kang, SB ;

Koh, HY ;

Kim, Y ;

Lee, DH .

TETRAHEDRON LETTERS, 1998, 39 (39) :7109-7112

[30] OF4949, NEW INHIBITORS OF AMINOPEPTIDASE-B .3. BIOSYNTHESIS [J].

SANO, S ;

UENO, M ;

KATAYAMA, K ;

NAKAMURA, T ;

OBAYASHI, A .

JOURNAL OF ANTIBIOTICS, 1986, 39 (12) :1697-1703

← 1 2 3 4 5 →