Novel annulation products derived by selective attack on the C(18) angular methyl group of the cardenolide ouabain

被引：11

作者：

Corey, EJ ^{[1
]}

Stoltz, BM ^{[1
]}

机构：

[1] Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 11期

关键词：

D O I：

10.1016/S0040-4039(99)00165-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Selective reactions at the C(18) angular methyl group of ouabain derivatives employing rhodium- and photochemically-mediated C-C bond formation allow the synthesis of annulation products 4 and 13. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：2061 / 2064

页数：4

共 9 条

[1] Na+ pump low and high ouabain affinity alpha subunit isoforms are differently distributed in cells
Juhaszova, M
Blaustein, MP
[J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1997, 94 (05) : 1800 - 1805
[2] OXIDATION OF STEROIDAL ALPHA-KETOLS TO GLYOXALS WITH CUPRIC ACETATE
LEWBART, ML
MATTOX, VR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (08) : 2001 - &
[3] REMOTE INTRAMOLECULAR FREE-RADICAL FUNCTIONALIZATIONS - AN UPDATE
MAJETICH, G
[J]. TETRAHEDRON, 1995, 51 (26) : 7095 - 7129
[4] DIGITALIS RESEARCH IN BERLIN-BUCH - RETROSPECTIVE AND PERSPECTIVE VIEWS
REPKE, KRH
MEGGES, R
WEILAND, J
SCHON, R
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (03) : 282 - 294
[5] NEUARTIGE UMWANDLUNGEN BEI DEN STEROIDEN
SCHAFFNER, K
ARIGONI, D
JEGER, O
[J]. EXPERIENTIA, 1960, 16 (05): : 169 - 180
[6] SCHONER W, 1991, TRENDS PHARMACOL SCI, P209
[7] PREGNANE AND 21-NORPREGNANE DERIVATIVES OF OUABAIN THAT BIND TO THE DIGITALIS RECEPTOR
TEMPLETON, JF
LING, Y
ZEGLAM, TH
MARAT, K
LABELLA, FS
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1994, 29 (10) : 799 - 804
[8] SYNTHESIS OF 20-HYDROXY-14-HYDROXY-21-NOR-5-BETA,14-BETA-PREGNANE, 20-AMINO-14-HYDROXY-21-NOR-5-BETA,14-BETA-PREGNANE, AND 20-NITRO-14-HYDROXY-21-NOR-5-BETA,14-BETA-PREGNANE C-3 GLYCOSIDES AND RELATED DERIVATIVES - STRUCTURE-ACTIVITY-RELATIONSHIPS OF PREGNANES THAT BIND TO THE DIGITALIS RECEPTOR
TEMPLETON, JF
LING, YZ
ZEGLAM, TH
LABELLA, FS
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (01) : 42 - 45
[9] Wehrli H., 1960, HELV CHIM ACTA, V47, P367

← 1 →