SIMPLE ENTRY INTO TRICYCLO[3.3.0.0(3,7)]OCTANES

被引：12

作者：

HOFFMANN, HMR

ELKHAWAGA, AM

OEHLERKING, HH

机构：

[1] Department of Chemistry, University of Hannover, Hannover, W-3000

来源：

CHEMISCHE BERICHTE | 1991年 / 124卷 / 09期

关键词：

TRICYCLO[3.3.0.03,7]OCTANES; SAMARIUM IODIDE;

D O I：

10.1002/cber.19911240943

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

1,5-Dimethylbicyclo[3.3.0]octan-3,7-dione (2) was converted into 1,5-dihydroxy-3,7-dimethyltricyclo[3.3.0(3,7)]octane (3) in the presence of SmI2 in 76% yield.

引用

页码：2147 / 2147

页数：1

共 10 条

[1] A SHORT SYNTHESIS OF DIMETHYL TRICYCLO[3.3.0.0/3,7]OCTANE-1,5-DICARBOXYLATE AND ITS 3,7-DIMETHYL DERIVATIVE - A NEW ROUTE TO THE TRICYCLO[3.3.0.0/3,7]OCTANE SKELETON [J].

CAMPS, P ;

IGLESIAS, C ;

RODRIGUEZ, MJ ;

GRANCHA, MD ;

GREGORI, ME ;

LOZANO, R ;

MIRANDA, MA ;

FIGUEREDO, M ;

LINARES, A .

CHEMISCHE BERICHTE-RECUEIL, 1988, 121 (04) :647-654

[2] ATTEMPTS TO DEVELOP NEW SYNTHETIC ENTRIES INTO THE TRICYCLO[3.3.0.03,7]OCTANE SKELETON [J].

CAMPS, P ;

FIGUEREDO, M .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1984, 62 (06) :1184-1193

[3]

Cook J. M., 1986, ORG SYNTH, V64, P27

[4] DIVALENT LANTHANIDE DERIVATIVES IN ORGANIC-SYNTHESIS .1. MILD PREPARATION OF SMI2 AND YBI2 AND THEIR USE AS REDUCING OR COUPLING AGENTS [J].

GIRARD, P ;

NAMY, JL ;

KAGAN, HB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (08) :2693-2698

[5] MICROBIAL STEREO-DIFFERENTIATING REDUCTION OF THE CARBONYL GROUPS LOCATED ON THE C2 AXES OF GYROCHIRAL MOLECULES [J].

NAKAZAKI, M ;

CHIKAMATSU, H ;

NAEMURA, K ;

NISHINO, M ;

MURAKAMI, H ;

ASAO, M .

JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (25) :4588-4593

[6] C-2-KETONE RULE IN HORSE LIVER ALCOHOL-DEHYDROGENASE (HLADH) MEDIATED OXIDOREDUCTION [J].

NAKAZAKI, M ;

CHIKAMATSU, H ;

NAEMURA, K ;

SUZUKI, T ;

IWASAKI, M ;

SASAKI, Y ;

FUJII, T .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (13) :2726-2730

[7]

PAQUETTE LA, 1984, TOP CURR CHEM, V119, P84

[8]

PAQUETTE LA, 1979, TOP CURR CHEM, V79, P41

[9] CYCLOPENTANOIDS - A CHALLENGE FOR NEW METHODOLOGY [J].

TROST, BM .

CHEMICAL SOCIETY REVIEWS, 1982, 11 (02) :141-170

[10] 1,5-DIBROMOADAMANTANE-2,6-DIONE SYNTHESIS + REARRANGEMENT TO TRICYCLO(3.3.0.0.3,7)-OCTANE-1,3-DICARBOXYLIC ACID [J].

WEBSTER, OW ;

SOMER, LH .

JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (10) :3103-&

← 1 →