A NOVEL CONSTRUCTION OF POLYFUNCTIONALIZED TRANS-HYDROINDANES VIA SULFUR-MEDIATED INTRAMOLECULAR DOUBLE MICHAEL TYPE REACTION

被引：15

作者：

IHARA, M

SUZUKI, S

TANIGUCHI, N

FUKUMOTO, K

KABUTO, C

机构：

[1] TOHOKU UNIV,INST PHARMACEUT,SENDAI,MIYAGI 980,JAPAN

[2] TOHOKU UNIV,FAC SCI,INSTRUMENTAL ANAL CTR CHEM,SENDAI,MIYAGI 980,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1991年 / 17期

关键词：

D O I：

10.1039/c39910001168

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

trans-Hydroindanes possessing an angular methyl group were stereoselectively synthesised via treatment of the four geometrical isomers 1a-1d of 9-methoxycarbonyl-4-methyl-1-phenylthionona-1,8-dien-3-one with tert-butyldimethylsilyl trifluoromethanesulphonate in the presence of triethylamine.

引用

收藏

页码：1168 / 1169

页数：2

相关论文

共 11 条

[1]

Ciganek E., 1984, ORG REACT NY, V32, P1, DOI DOI 10.1002/0471264180.OR032.01

[2] READILY ACCESSIBLE 12-I-5 OXIDANT FOR THE CONVERSION OF PRIMARY AND SECONDARY ALCOHOLS TO ALDEHYDES AND KETONES [J].

DESS, DB ;

MARTIN, JC .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (22) :4155-4156

[3] THE INTRAMOLECULAR DIELS-ALDER REACTION - RECENT ADVANCES AND SYNTHETIC APPLICATIONS [J].

FALLIS, AG .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1984, 62 (02) :183-234

[4] SYNTHESIS OF BETA-LACTAM ANTIBIOTICS BY THE SULFENO-CYCLOAMINATION [J].

IHARA, M ;

HAGA, Y ;

YONEKURA, M ;

OHSAWA, T ;

FUKUMOTO, K ;

KAMETANI, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (25) :7345-7352

[5] ASYMMETRIC TOTAL SYNTHESIS OF ATISINE VIA INTRAMOLECULAR DOUBLE MICHAEL REACTION [J].

IHARA, M ;

SUZUKI, M ;

FUKUMOTO, K ;

KABUTO, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (03) :1164-1171

[6] DOUBLE-MICHAEL REACTION OF DIELS-ALDER TYPE AND ITS APPLICATION [J].

IHARA, M ;

FUKUMOTO, K .

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1986, 44 (02) :96-108

[7] ASYMMETRIC TOTAL SYNTHESIS OF NATURALLY-OCCURRING (R)-(-)-ENANTIOMER OF TYLOPHORINE VIA INTRAMOLECULAR DOUBLE MICHAEL REACTION [J].

IHARA, M ;

TAKINO, Y ;

TOMOTAKE, M ;

FUKUMOTO, K .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (08) :2287-2292

[8] A VERSATILE AND STEREOCONTROLLED SYNTHESIS OF QUINOLIZIDINES AND INDOLIZIDINES USING TRIALKYLSILYL TRIFLUOROMETHANESULFONATE - TOTAL SYNTHESIS OF (+/-)-TYLOPHORINE [J].

IHARA, M ;

TSURUTA, M ;

FUKUMOTO, K ;

KAMETANI, T .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (17) :1159-1161

[9] NOVEL SYNTHESIS OF THE PYRROLIZIDINE SKELETON BY SULFENOCYCLOAMINATION - TOTAL SYNTHESIS OF (+/-)-RETRONECINE AND (+/-)-TURNEFORCIDINE [J].

OHSAWA, T ;

IHARA, M ;

FUKUMOTO, K ;

KAMETANI, T .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (21) :3644-3648

[10] DIRECT SYNTHESIS OF Z-UNSATURATED ESTERS - A USEFUL MODIFICATION OF THE HORNER-EMMONS OLEFINATION [J].

STILL, WC ;

GENNARI, C .

TETRAHEDRON LETTERS, 1983, 24 (41) :4405-4408