1ST SYNTHESIS OF A STRAINED 14-MEMBERED BIARYL ETHER LACTONE BY MACROLACTONIZATION

被引：30

作者：

JUSTUS, K ^{[1
]}

STEGLICH, W ^{[1
]}

机构：

[1] UNIV BONN,INST ORGAN CHEM & BIOCHEM,GERHARD DOMAGK STR 1,W-5300 BONN 1,GERMANY

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 41期

关键词：

D O I：

10.1016/S0040-4039(00)93554-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of biaryl ether lactone 3 by macrolactonization of hydroxy acid 8 under defined Mitsunobu conditions is described. In accord with the literature, attempts to cyclize 8 via carboxyl activation failed.

引用

页码：5781 / 5784

页数：4

共 26 条

[1] SYNTHESIS OF MACROCYCLIC LACTONES - APPROACHES TO COMPLEX MACROLIDE ANTIBIOTICS
BACK, TG
[J]. TETRAHEDRON, 1977, 33 (23) : 3041 - 3059
[2] PROTON-TRANSFER STEPS IN STEGLICH ESTERIFICATION - A VERY PRACTICAL NEW METHOD FOR MACROLACTONIZATION
BODEN, EP
KECK, GE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (13) : 2394 - 2395
[3] TOTAL SYNTHESIS OF DEOXYBOUVARDIN AND RA-VII - MACROCYCLIZATION VIA AN INTRAMOLECULAR ULLMANN REACTION
BOGER, DL
YOHANNES, D
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (04) : 1427 - 1429
[4] INTRAMOLECULAR ULLMANN CONDENSATION REACTION - AN EFFECTIVE APPROACH TO MACROCYCLIC DIARYL ETHERS
BOGER, DL
YOHANNES, D
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (05) : 1763 - 1767
[5] TOTAL SYNTHESIS OF COMBRETASTATIN D-2 - INTRAMOLECULAR ULLMANN MACROCYCLIZATION REACTION
BOGER, DL
SAKYA, SM
YOHANNES, D
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (13) : 4204 - 4207
[6] COREY EJ, 1976, TETRAHEDRON LETT, P3409
[7] EFFICIENT AND MILD LACTONIZATION METHOD FOR SYNTHESIS OF MACROLIDES
COREY, EJ
NICOLAOU, KC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (17) : 5614 - 5616
[8] THE TOTAL SYNTHESES OF THE ISODITYROSINE-DERIVED CYCLIC TRIPEPTIDES OF4949-III AND K-13 - DETERMINATION OF THE ABSOLUTE-CONFIGURATION OF K-13
EVANS, DA
ELLMAN, JA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (03) : 1063 - 1072
[9] RAPID ESTERIFICATION BY MEANS OF MIXED ANHYDRIDE AND ITS APPLICATION TO LARGE-RING LACTONIZATION
INANAGA, J
HIRATA, K
SAEKI, H
KATSUKI, T
YAMAGUCHI, M
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1979, 52 (07) : 1989 - 1993
[10] ITOKAWA H, 1984, CHEM PHARM BULL, V32, P3216

← 1 2 3 →