Thermodynamically-controlled cyclisation and interconversion of oligocholates: metal ion templated 'living' macrolactonisation

被引：93

作者：

Brady, PA ^{[1
]}

Sanders, JKM ^{[1
]}

机构：

[1] UNIV CAMBRIDGE,CHEM LAB,CAMBRIDGE CTR MOL RECOGNIT,CAMBRIDGE CB2 1EW,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 21期

关键词：

D O I：

10.1039/a703390g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of ester-linked macrocyclic oligomers (dimer-pentamer) of cholates equipped with a variety of recognition and reporter elements has been prepared(a)by conventional irreversible chemistry, and (b) using methoxide-catalysed transesterification under reversible equilibrium conditions. Templating by metal ions under these equilibrium conditions is also demonstrated. These results demonstrate the feasibility of creating a dynamic combinatorial library of receptors.

引用

页码：3237 / 3253

页数：17

共 56 条

[31]

KADEN TA, 1993, ADV SUPR CH, V3, P65

[32] A SURVEY OF THE HIGH-FIELD H-1-NMR SPECTRA OF THE STEROID-HORMONES, THEIR HYDROXYLATED DERIVATIVES, AND RELATED-COMPOUNDS [J].

KIRK, DN ;

TOMS, HC ;

DOUGLAS, C ;

WHITE, KA ;

SMITH, KE ;

LATIF, S ;

HUBBARD, RWP .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1990, (09) :1567-1594

[33] NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY - C-13 SPECTRA OF CHOLIC ACIDS AND HYDROCARBONS INCLUDED IN SODIUM DEOXYCHOLATE SOLUTIONS [J].

LEIBFRITZ, D ;

ROBERTS, JD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (15) :4996-5003

[34]

LHEN JM, 1995, SUPRAMOLECULAR CHEM

[35] SYNTHESIS OF A COFACIAL PORPHYRIN QUINONE VIA ENTROPICALLY FAVORED MACROPOLYCYCLIZATION [J].

LINDSEY, JS ;

MAUZERALL, DC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (16) :4498-4500

[36] PERFLUOROALKYL ESTERS OF STEROLS AND BILE-ACIDS [J].

MALIK, AA ;

SHARTS, CM .

JOURNAL OF FLUORINE CHEMISTRY, 1987, 34 (3-4) :395-408

[37]

MCMURRY J, 1972, SYNTHETIC COMMUN, P389

[38] MPM (4-METHOXYBENZYL) PROTECTION OF HYDROXY FUNCTIONS UNDER MILD ACIDIC CONDITIONS [J].

NAKAJIMA, N ;

HORITA, K ;

ABE, R ;

YONEMITSU, O .

TETRAHEDRON LETTERS, 1988, 29 (33) :4139-4142

[39] NOVEL DISTANNOXANE-CATALYZED TRANSESTERIFICATION AND A NEW ENTRY TO ALPHA,BETA-UNSATURATED CARBOXYLIC-ACIDS [J].

OTERA, J ;

YANO, T ;

KAWABATA, A ;

NOZAKI, H .

TETRAHEDRON LETTERS, 1986, 27 (21) :2383-2386

[40]

Pedersen C.J., 1972, Org. Synth., V52, P66

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