A SYNTHESIS OF THE ABIETANE DITERPENOID QUINONE (+/-)-ROYLEANONE VIA MALEOYLCOBALT TECHNOLOGY

被引：12

作者：

LIEBESKIND, LS

CHIDAMBARAM, R

NIMKAR, S

LIOTTA, D

机构：

[1] Departement of Chemistry Emory University Atlanta

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 26期

关键词：

D O I：

10.1016/S0040-4039(00)97454-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(±)-Royleanone has been synthesized by rapid construction of a highly substituted quinone using maleoylcobalt complex technology followed by acid induced cyclization of the corresponding hydroquinone methyl ether onto a tethered enone. The synthesis was completed by straightforward functional group manipulations. © 1990.

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页码：3723 / 3726

页数：4

相关论文

共 33 条

[1] ON THE MECHANISM OF THE DEOXYGENATION OF SECONDARY ALCOHOLS BY THE REDUCTION OF THEIR METHYL XANTHATES BY TIN HYDRIDES [J].

BARTON, DHR ;

CRICH, D ;

LOBBERDING, A ;

ZARD, SZ .

TETRAHEDRON, 1986, 42 (08) :2329-2338

[2] SYNTHESIS AND REACTION STUDIES OF PHTHALOYLCOBALT CATIONS - APPLICATION TO NAPHTHOQUINONE SYNTHESIS [J].

BAYSDON, SL ;

LIEBESKIND, LS .

ORGANOMETALLICS, 1982, 1 (06) :771-775

[3] KH/18-CROWN-6 - A POWERFUL BASE FOR THE PROTECTION OF HINDERED ALCOHOLS WITH TERT-BUTYLDIMETHYLSILYLCHLORIDE [J].

BRAISH, TF ;

FUCHS, PL .

SYNTHETIC COMMUNICATIONS, 1986, 16 (02) :111-115

[4] DITERPENCHINONES FROM LABIATAE-ROOTS [J].

BRIESKORN, CH ;

BUCHBERGER, L .

PLANTA MEDICA, 1973, 24 (02) :190-195

[5] HYDROBORATION .28. HYDROBORATION OF 3-CYCLOPENTENYL DERIVATIVES CONTAINING REPRESENTATIVE SUBSTITUENTS . DIRECTIVE EFFECTS AND ELIMINATION REACTION IN A CYCLIC SYSTEM [J].

BROWN, HC ;

KNIGHTS, EF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (16) :4439-&

[6]

BROWN HC, 1968, J AM CHEM SOC, P2915

[7] SYNTHESIS OF COMPOUNDS CONTAINING THE ISOPRENE UNIT - STEREOSPECIFIC SYNTHESIS OF BETA-IONILIDENEACETIC ACID AND DEHYDRO-BETA-IONILIDENEACETIC ACID, A KEY INTERMEDIATE TO ABSCISIC-ACID [J].

CAINELLI, G ;

CARDILLO, G ;

ORENA, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (06) :1597-1599

[8] DITERPENOID QUINONES OF INULA ROYLEANA D.C. [J].

EDWARDS, OE ;

LOS, M ;

FENIAK, G .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1962, 40 (08) :1540-&

[9] PREPARATION OF BETA-CYCLOCITRAL [J].

GEDYE, RN ;

ARORA, PC ;

DECK, K .

CANADIAN JOURNAL OF CHEMISTRY, 1971, 49 (10) :1764-&

[10] ABIETANE DITERPENOIDS FROM THE ROOT OF SALVIA-PHLOMOIDES [J].

HUESORODRIGUEZ, JA ;

JIMENO, ML ;

RODRIGUEZ, B ;

SAVONA, G ;

BRUNO, M .

PHYTOCHEMISTRY, 1983, 22 (09) :2005-2009

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