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
[11]   HIGHLY SELECTIVE BINDING OF SIMPLE PEPTIDES BY A C3 MACROTRICYCLIC RECEPTOR [J].
HONG, JI ;
NAMGOONG, SK ;
BERNARDI, A ;
STILL, WC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (13) :5111-5112
[12]   MULTIPLE MOLECULAR RECOGNITION AND CATALYSIS - A MULTIFUNCTIONAL ANION RECEPTOR BEARING AN ANION BINDING-SITE, AN INTERCALATING GROUP, AND A CATALYTIC SITE FOR NUCLEOTIDE BINDING AND HYDROLYSIS [J].
HOSSEINI, MW ;
BLACKER, AJ ;
LEHN, JM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (10) :3896-3904
[13]   THERMODYNAMIC AND KINETIC DATA FOR MACROCYCLE INTERACTION WITH CATIONS AND ANIONS [J].
IZATT, RM ;
PAWLAK, K ;
BRADSHAW, JS ;
BRUENING, RL .
CHEMICAL REVIEWS, 1991, 91 (08) :1721-2085
[14]   MOLECULAR RECOGNITION .15. MOLECULAR RECOGNITION AND STEREOSELECTIVITY - GEOMETRICAL REQUIREMENTS FOR THE MULTIPLE HYDROGEN-BONDING INTERACTION OF DIOLS WITH A MULTIDENTATE POLYHYDROXY MACROCYCLE [J].
KIKUCHI, Y ;
KATO, Y ;
TANAKA, Y ;
TOI, H ;
AOYAMA, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (04) :1349-1354
[15]   A STUDY OF THE BINDING OF NOVEL INCLUSION COMPLEXES BY FAST-ATOM-BOMBARDMENT MASS-SPECTROMETRY [J].
LANGLEY, GJ ;
KILBURN, JD ;
FLACK, SS .
ORGANIC MASS SPECTROMETRY, 1993, 28 (04) :478-480
[16]   STEREOSELECTIVE AND STEREOSPECIFIC REACTIONS .3. BENZOYLATION, CYCLIZATION, AND EPIMERIZATION OF DIOLS [J].
MITSUNOBU, O ;
KIMURA, J ;
IIIZUMI, K ;
YANAGIDA, N .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1976, 49 (02) :510-513
[17]   CONVERGENT FUNCTIONAL-GROUPS .4. RECOGNITION AND TRANSPORT OF AMINO-ACIDS ACROSS A LIQUID MEMBRANE [J].
REBEK, J ;
ASKEW, B ;
NEMETH, D ;
PARRIS, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (08) :2432-2434
[18]  
REBEK J, 1991, ANGEW CHEM INT EDIT, V30, P858
[19]   MODERN METHODS OF ARYL-ARYL BOND FORMATION [J].
SAINSBURY, M .
TETRAHEDRON, 1980, 36 (23) :3327-3359
[20]   A NON-MACROCYCLIC HOST FOR BINDING ORGANIC-PHOSPHATES IN PROTIC SOLVENTS [J].
SCHMIDTCHEN, FP .
TETRAHEDRON LETTERS, 1989, 30 (34) :4493-4496