SYNTHESIS OF AN UNNATURAL PRODUCT - 4,4' BIARYL FORMATION AS A MACROCYCLIZATION STEP

被引:14
作者
PATEL, HK
KILBURN, JD
LANGLEY, GJ
EDWARDS, PD
MITCHELL, T
SOUTHGATE, R
机构
[1] UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,ENGLAND
[2] SMITHKLINE BEECHAM PHARMACEUT,DEPT MED CHEM,BETCHWORTH RH3 7AJ,SURREY,ENGLAND
关键词
D O I
10.1016/0040-4039(94)85086-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel macrocyle featuring a crown ether ring, amide functionality and a rigid biaryl unit has been prepared as a potential receptor for small peptidic guests. The synthesis of the macrocyle includes a palladium catalysed biaryl formation as the ring-closing step.
引用
收藏
页码:481 / 484
页数:4
相关论文
共 23 条
[1]   MOLECULAR RECOGNITION .2. MOLECULAR RECOGNITION OF AMINO-ACIDS - 2-POINT FIXATION OF AMINO-ACIDS WITH BIFUNCTIONAL METALLOPORPHYRIN RECEPTORS [J].
AOYAMA, Y ;
YAMAGISHI, A ;
ASAGAWA, M ;
TOI, H ;
OGOSHI, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (12) :4076-4077
[2]   DIASTEREOSELECTIVE AND ENANTIO-SELECTIVE BINDING OF OCTYL GLUCOSIDES BY AN ARTIFICIAL RECEPTOR [J].
BHATTARAI, KM ;
BONARLAW, RP ;
DAVIS, AP ;
MURRAY, BA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (10) :752-754
[3]   ARTIFICIAL RECEPTORS FOR CARBOHYDRATE-DERIVATIVES [J].
BONARLAW, RP ;
DAVIS, AP ;
MURRAY, BA .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (12) :1407-1408
[4]   THE DIRECTED SYNTHESIS OF BIARYL COMPOUNDS - MODERN CONCEPTS AND STRATEGIES [J].
BRINGMANN, G ;
WALTER, R ;
WEIRICH, R .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (09) :977-991
[5]   A SYNTHETIC RECEPTOR FOR CYCLIC ADENOSINE-MONOPHOSPHATE [J].
DESLONGCHAMPS, G ;
GALAN, A ;
DEMENDOZA, J ;
REBEK, J .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1992, 31 (01) :61-63
[6]   A NOVEL RECEPTOR FOR DICARBOXYLIC-ACID DERIVATIVES [J].
FLACK, SS ;
CHAUMETTE, JL ;
KILBURN, JD ;
LANGLEY, GJ ;
WEBSTER, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (04) :399-401
[7]   A RECEPTOR FOR THE ENANTIOSELECTIVE RECOGNITION OF PHENYLALANINE AND TRYPTOPHAN UNDER NEUTRAL CONDITIONS [J].
GALAN, A ;
ANDREU, D ;
ECHAVARREN, AM ;
PRADOS, P ;
DEMENDOZA, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (04) :1511-1512
[8]   SELECTIVE COMPLEXATION OF ADENOSINE-MONOPHOSPHATE NUCLEOTIDES BY RIGID BICYCLIC GUANIDINIUM ABIOTIC RECEPTORS [J].
GALAN, A ;
PUEYO, E ;
SALMERON, A ;
DEMENDOZA, J .
TETRAHEDRON LETTERS, 1991, 32 (15) :1827-1830
[9]  
GATTO VJ, 1990, ORG SYNTH, V68, P227
[10]   PALLADIUM CATALYZED INTRAMOLECULAR COUPLING OF ARYL AND BENZYLIC HALIDES AND RELATED TANDEM CYCLIZATIONS - A SIMPLE SYNTHESIS OF HIPPADINE [J].
GRIGG, R ;
TEASDALE, A ;
SRIDHARAN, V .
TETRAHEDRON LETTERS, 1991, 32 (31) :3859-3862