A Study of the Epoxidation of Cycloolefins by the t-BuOH Copper-Permanganate System

被引：7

作者：

Baqi, Younis ^{[1
]}

Giroux, Simon ^{[1
]}

Corey, E. J. ^{[1
]}

机构：

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

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 04期

基金：

加拿大自然科学与工程研究理事会;

关键词：

TUMOR INHIBITOR; OXIDATION; STEROIDS;

D O I：

10.1021/ol802923n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Evidence is presented that Cu(MnO4)(2) effectively epoxidizes trisubstituted steroid olefins by a nonconcerted pathway.

引用

页码：959 / 961

页数：3

共 15 条

[1] HYDROPEROXIDES AS PSEUDOHALIDES - OXIDATION, OXIDATIVE ALKYLATION, ACYLATION AND ARYLATION OF ACRYLONITRILE [J].

ARANEO, S ;

FONTANA, F ;

MINISCI, F ;

RECUPERO, F ;

SERRI, A .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (14) :1399-1400

[2] The tumor inhibitor and antiangiogenic agent withaferin A targets the intermediate filament protein vimentin [J].

Bargagna-Mohan, Paola ;

Hamza, Adel ;

Kim, Yang-eon ;

Ho, Yik Khuan ;

Mor-Valknin, Nirit ;

Wendschlag, Nicole ;

Li, Junjun ;

Evans, Robert M. ;

Markovitz, David M. ;

Zhan, Chang-Guo ;

Kim, Kyung Bo ;

Mohan, Royce .

CHEMISTRY & BIOLOGY, 2007, 14 (06) :623-634

[3]

BARLETT PD, 1967, J AM CHEM SOC, V89, P4799

[4] OXYGEN-RICH INTERMEDIATES IN LOW-TEMPERATURE OXIDATION OF T-BUTYL AND CUMYL HYDROPEROXIDES [J].

BARTLETT, PD ;

GUNTHER, P .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (14) :3288-&

[5] PREDICTION OF THE STEREOCHEMISTRY OF ALPHA-BROMINATED KETOSTEROIDS [J].

COREY, EJ .

EXPERIENTIA, 1953, 9 (09) :329-331

[6]

EGUCHI S, 1988, CHEM PHARM BULL, V36, P2813

[7] IRON(III) AND COPPER(II) CATALYZED TRANSFORMATIONS OF FATTY-ACID HYDROPEROXIDES - EFFICIENT GENERATION OF PEROXY-RADICALS WITH COPPER(II) TRIFLUOROMETHANESULFONATE [J].

HAYNES, RK ;

VONWILLER, SC .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (16) :1102-1104

[8] STEROIDS AND WALDEN INVERSION .26. 4-BETA-METHOXYCHOLEST-5-ENE, 6-BETA-METHOXYCHOLEST-4-ENE, AND RELATED COMPOUNDS [J].

JONES, DN ;

LEWIS, JR ;

SHOPPEE, CW ;

SUMMERS, GHR .

JOURNAL OF THE CHEMICAL SOCIETY, 1955, :2876-2887

[9] THE CHEMISTRY OF HYDROPEROXIDES .12. THE GENERATION AND PROPERTIES OF FREE RO2 RADICALS [J].

KHARASCH, MS ;

PAUSON, P ;

NUDENBERG, W .

JOURNAL OF ORGANIC CHEMISTRY, 1953, 18 (03) :322-327

[10] ISOLATION AND STRUCTURAL ELUCIDATION OF A NOVEL STEROIDAL TUMOR INHIBITOR FROM ACNISTUS ARBORESCENS [J].

KUPCHAN, SM ;

DOSKOTCH, RW ;

BOLLINGER, P ;

MCPHAIL, AT ;

SIM, GA ;

RENAULD, JAS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (24) :5805-+

← 1 2 →