ONE-POT SYNTHESIS OF SUBSTITUTED CYCLOPROPENONE KETALS VIA ALKYLATION OF 3,3-DIALKOXY-2-SODIOCYCLOPROPENES

被引：15

作者：

ISAKA, M

ANDO, R

MORINAKA, Y

NAKAMURA, E

机构：

[1] TOKYO INST TECHNOL,DEPT CHEM,MEGURO,TOKYO 152,JAPAN

[2] MITSUBISHI KASEI CORP,RES CTR,PHARMACEUT LAB,MIDORI KU,YOKOHAMA 227,JAPAN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 10期

关键词：

D O I：

10.1016/S0040-4039(00)79662-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A variety of substituted cyclopropenone ketals have been prepared by electrophilic trapping (protonolysis and alkylation) of sodium salts of cyclopropenone ketals that have been generated directly from the ketals of 1,3-dichloroacetone derivatives through cyclization with NaNH2 in a liq. NH3/ether mixture.

引用

收藏

页码：1339 / 1342

页数：4

相关论文

共 15 条

[1] DUAL REACTIVITY OF 3,3-DIMETHOXYCYCLOPROPENE [J].

ALBERT, RM ;

BUTLER, GB .

JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (04) :674-679

[2] SYNTHESIS AND SOME REACTIONS OF 3,3-DIMETHOXYCYCLOPROPENE [J].

BAUCOM, KB ;

BUTLER, GB .

JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (11) :1730-&

[3] THERMAL-REACTIONS OF CYCLOPROPENONE KETALS - KEY MECHANISTIC FEATURES AND SCOPE OF THE CYCLOADDITION REACTIONS OF DELOCALIZED SINGLET VINYLCARBENES - 3-CARBON 1,1-DIPOLES 1,3-DIPOLES [J].

BOGER, DL ;

BROTHERTON, CE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (21) :6695-6713

[4] THERMAL CYCLO-ADDITION REACTIONS OF PI-DELOCALIZED SINGLET VINYLCARBENES - 3-CARBON 1,1-DIPOLES/1,3-DIPOLES - THE THERMAL 3-CARBON + 2-CARBON CYCLO-ADDITION [J].

BOGER, DL ;

WYSOCKI, RJ .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (15) :3408-3421

[5] DIELS-ALDER CYCLOADDITION REACTIONS OF CYCLOPROPENONE KETALS - DUAL PARTICIPATION IN INVERSE ELECTRON DEMAND (LUMODIENE CONTROLLED) AND NORMAL ]HOMODIENE CONTROLLED) DIELS-ADLER REACTIONS, APPROACHES TO THE PREPARATION OF TROPONES [J].

BOGER, DL ;

BROTHERTON, CE .

TETRAHEDRON, 1986, 42 (11) :2777-2785

[6]

BOGER DL, 1987, ORG SYNTH, V65, P32

[7]

BOGER DL, 1990, ADV CYCLOADDITION, V2, P147

[8]

BRESLOW R, 1988, ORG SYNTH, V6, P361

[9] REACTION OF CYCLOPROPENONE KETALS WITH ALCOHOLS [J].

BUTLER, GB ;

HERRING, KH ;

LEWIS, PL ;

SHARPE, VV ;

VEAZEY, RL .

JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (04) :679-682

[10]

COOK GA, 1985, J MACROMOL SCI CHEM, VA22, P483