5-SUBSTITUTED BICYCLO[3.2.0]HEPT-2-EN-6-ONES - SYNTHESIS AND RING-OPENING REACTIONS

被引：6

作者：

BUTENSCHON, H

机构：

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 02期

关键词：

D O I：

10.1039/p19910000483

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

5-Methoxy- and 5-dialkylamino-bicyclo[3.2.0]hept-2-en-6-one derivatives 2 and 3 are formed in high yield by cine substitution at the fused exo-chlorocyclobutanone 1, subsequent reactions yielding 2-phenyltropone 6 and a cycloheptadienone enamine 8.

引用

页码：483 / 484

页数：2

共 10 条

[1] HALOGENATED KETENES .22. SOLVOLYSIS OF ALKYLHALOKETENE-CYCLOPENTADIENE ADDUCTS TO 2-ALKYLTROPONES [J].

BRADY, WT ;

HIEBLE, JP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (12) :4278-&

[2] RING-OPENING OF A BICYCLO[3.2.0]HEPTA-1,3-DIENYL-COBALT(I) COMPLEX FOLLOWED BY CYCLOADDITION [J].

BUTENSCHON, H .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (09) :1057-1059

[3]

BUTENSCHON H, 1990, ANGEW CHEM, V102, P1058

[4] SUBSTITUTION VS REARRANGEMENT IN 7-CHLORO-7-METHYLBICYCLO[3,2,0]HEPT-2-EN-6-ONES - IMPORTANCE OF C-7 STEREOCHEMISTRY [J].

GARIN, DL ;

CAMMACK, KL .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1972, (06) :333-&

[5]

HAMER NK, 1972, TETRAHEDRON LETT, V13, P3531

[6] SYNTHETIC METHODS .37. CINE SUBSTITUTION IN FUSED CHLOROCYCLOBUTANONES BY N-NUCLEOPHILE, S-NUCLEOPHILE AND C-NUCLEOPHILE - OXYALLYL CATIONS AND AN UNUSUAL DIMER FORMATION [J].

HASSNER, A ;

NAIDORFMEIR, S ;

GOTTLIEB, HE .

TETRAHEDRON LETTERS, 1990, 31 (15) :2181-2184

[7] NUCLEOPHILIC AND ORGANOMETALLIC DISPLACEMENT-REACTIONS OF ALLYLIC COMPOUNDS - STEREOCHEMISTRY AND REGIOCHEMISTRY [J].

MAGID, RM .

TETRAHEDRON, 1980, 36 (13) :1901-1930

[8] REARRANGEMENT OF ALPHA-HALOGEN-CYCLOBUTANONES TO ALPHA'-HALOGEN-CYCLOBUTANONES, KEY STEP OF A HIGHLY VERSATILE SYNTHESIS OF PYRETHROIDS [J].

MARTIN, P ;

GREUTER, H ;

RIHS, G ;

WINKLER, T ;

BELLUS, D .

HELVETICA CHIMICA ACTA, 1981, 64 (08) :2571-2586

[9]

ODA M, 1973, TETRAHEDRON LETT, V14, P2537

[10] STEREOCHEMISTRY OF KETENE ADDITIONS TO CYCLOPENTADIENE [J].

REY, M ;

ROBERGS, S ;

DIEFFENB.A ;

DREIDING, AS .

HELVETICA CHIMICA ACTA, 1970, 53 (02) :417-&

← 1 →