A CONCISE SYNTHETIC ROUTE TO CYCLOPENTENES BY [3+2]-CYCLOADDITION OF DIPOLAR TRIMETHYLENEMETHANE TO ALKYNES

被引：21

作者：

YAMAGO, S

EJIRI, S

NAKAMURA, E

机构：

[1] UNIV TOKYO,DEPT CHEM,BUNKYO KU,TOKYO 113,JAPAN

[2] KYOTO UNIV,DEPT SYNTHET CHEM & BIOL CHEM,KYOTO 60601,JAPAN

[3] TOKYO INST TECHNOL,DEPT CHEM,MEGURO KU,TOKYO 152,JAPAN

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1995年 / 34卷 / 19期

关键词：

CYCLOADDITIONS; CYCLOPENTENES; METHYLENECYCLO-PROPANE; TRIMETHYLENEMETHANE;

D O I：

10.1002/anie.199521541

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A purely thermal reaction under neutral conditions, the trimethylene compound 2 is generated in situ from 1 and transformed with an alkyne into the cyclopentene derivatives 3. EWG  CO2Me, CO2iPr. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany

引用

页码：2154 / 2156

页数：3

共 24 条

[1] METAL-ASSISTED CYCLO-ADDITIONS .1. SYNTHESIS OF SUBSTITUTED CYCLOPENTANE-DERIVATIVES OBTAINED FROM THE REACTIONS OF (ETA-1-ALLYL)DICARBONYL-(ETA-5-CYCLOPENTADIENYL)IRON WITH ELECTRON-DEFICIENT OLEFINS AND ACETYLENES
ABRAM, TS
BAKER, R
EXON, CM
RAO, VB
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (01): : 285 - 294
[2] BAPUJI SA, 1989, TETRAHEDRON LETT, V30, P7107
[3] CHEMISTRY OF TRIMETHYLENEMETHANES, A NEW CLASS OF BIRADICAL REACTIVE INTERMEDIATES
BERSON, JA
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1978, 11 (12) : 446 - 453
[4] 4-METHYLENE-1-CYCLOPENTENES FROM METHYLENECYCLOPROPANES AND ALKYNYLTRIMETHYLSILANES
BINGER, P
LU, QH
WEDEMANN, P
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (04): : 316 - 317
[5] BINGER P, 1985, ANGEW CHEM, V97, P333
[6] SYNTHESIS USING SULFONES .24. STEREOSELECTIVE SYNTHESIS OF OLEFINS BY HYDROGENOLYSIS OF VINYLSULFONES
BREMNER, J
JULIA, M
LAUNAY, M
STACINO, JP
[J]. TETRAHEDRON LETTERS, 1982, 23 (32) : 3265 - 3266
[7] DIMERIZATION AND CYCLOADDITION REACTIONS OF A TRIMETHYLENEMETHANE DERIVATIVE, "2-ISOPROPYLIDENECYCLOPENTA-1,3-DIYL - MECHANISTIC SEPARATION OF TRIPLET AND SINGLET REACTIONS
CORWIN, LR
MCDANIEL, DM
BUSHBY, RJ
BERSON, JA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (01) : 276 - 287
[8] ABINITIO CS TRANSITION-STATE FOR THE DIELS-ALDER REACTION OF ACETYLENE AND BUTADIENE
COXON, JM
GRICE, ST
MACLAGAN, RGAR
MCDONALD, DQ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (12) : 3804 - 3807
[9] ADDITION OF ZINC HOMOENOLATES TO ACETYLENIC ESTERS - A FORMAL [3 + 2] CYCLOADDITION
CRIMMINS, MT
NANTERMET, PG
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (14) : 4235 - 4237
[10] REGIOSELECTIVE AND ENDO-STEREOSELECTIVE [3 + 2] CYCLOADDITION OF DIPOLAR TRIMETHYLENEMETHANE TO ELECTRON-DEFICIENT OLEFIN
EJIRI, S
YAMAGO, S
NAKAMURA, E
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (22) : 8707 - 8708

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