A FACILE ROUTE TO 20-HYDROXYECDYSONE AND SIDE-CHAIN HOMOLOGS FROM POSTSTERON

被引：10

作者：

HEDTMANN, U ^{[1
]}

KLINTZ, R ^{[1
]}

HOBERT, K ^{[1
]}

FRELEK, J ^{[1
]}

VLAHOV, T ^{[1
]}

WELZEL, P ^{[1
]}

机构：

[1] RUHR UNIV BOCHUM,FAK CHEM,POSTFACH 102148,W-4630 BOCHUM,GERMANY

来源：

TETRAHEDRON | 1991年 / 47卷 / 23期

关键词：

D O I：

10.1016/S0040-4020(01)80901-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A flexible approach to ecdysteroids, chain elongated at C-26 and C-27, is reported. Key features are the addition of 5-lithio 2,3-dihydrofurans (3) to poststeron (10) and a stereoselective reduction of the 22-00 group.

引用

页码：3753 / 3772

页数：20

共 47 条

[1] A NEW PROCEDURE FOR THE ONE-CARBON HOMOLOGATION OF KETONES TO ALPHA-HYDROXY ALDEHYDES [J].

ADAMCZYK, M ;

DOLENCE, EK ;

WATT, DS ;

CHRISTY, MR ;

REIBENSPIES, JH ;

ANDERSON, OP .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (08) :1378-1382

[2]

Anh N. T., 1980, TOP CURR CHEM, V88, P145

[3] SEQUENTIAL GENE ACTIVATION BY ECDYSONE IN POLYTENE CHROMOSOMES OF DROSOPHILA-MELANOGASTER .2. EFFECTS OF INHIBITORS OF PROTEIN-SYNTHESIS [J].

ASHBURNER, M .

DEVELOPMENTAL BIOLOGY, 1974, 39 (01) :141-157

[4]

Ashburner M, 1974, Cold Spring Harb Symp Quant Biol, V38, P655

[5] A SYNTHESIS OF VITAMIN-A FROM CYCLOHEXANONE [J].

ATTENBURROW, J ;

CAMERON, AFB ;

CHAPMAN, JH ;

EVANS, RM ;

HEMS, BA ;

JANSEN, ABA ;

WALKER, T .

JOURNAL OF THE CHEMICAL SOCIETY, 1952, (MAR) :1094-1111

[6]

BERGAMASCO R., 1980, PROGR ECDYSONE RES, P299

[7] REMARKABLE STEREOCONTROL IN THE ADDITION OF AN ANION TO AN ALPHA-ALKOXYALDEHYDE BY ENCOURAGING OR DISCOURAGING INTERNAL COMPLEXATION - APPLICATIONS TO BRIEF SYNTHESES OF THE MUS-MUSCULUS (HOUSE MOUSE) PHEROMONE AND EXO-BREVICOMIN [J].

BHUPATHY, M ;

COHEN, T .

TETRAHEDRON LETTERS, 1985, 26 (22) :2619-2622

[8] THE DROSOPHILA 74EF EARLY PUFF CONTAINS E74, A COMPLEX ECDYSONE-INDUCIBLE GENE THAT ENCODES 2 ETS-RELATED PROTEINS [J].

BURTIS, KC ;

THUMMEL, CS ;

JONES, CW ;

KARIM, FD ;

HOGNESS, DS .

CELL, 1990, 61 (01) :85-99

[9] SYNTHESIS AND STEREOCHEMISTRY OF (22R)-20ALPHA,22-DIHYDROXYCHOLESTEROL (22S)-20ALPHA,22-DIHYDROXYCHOLESTEROL [J].

CHAUDHURI, NK ;

NICKOLSON, R ;

KIMBALL, H ;

GUT, M .

STEROIDS, 1970, 15 (04) :525-+

[10] ARE CHELATES TRULY INTERMEDIATES IN CRAMS CHELATE RULE [J].

CHEN, XN ;

HORTELANO, ER ;

ELIEL, EL ;

FRYE, SV .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (16) :6130-6131

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