REACTIONS OF PHOSPHORUS COMPOUNDS .20. REACTIONS OF FURFURYL-DIHYDROFURFURYL- AND TETRAHYDROFURFURYLTRIPHENYLPHOSPHONIUM BROMIDE

被引：55

作者：

SCHWEIZE.EE

CREASY, WS

LIGHT, KK

SHAFFER, ET

机构：

[1] Department of Chemistry, University of Delaware, Newark

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1969年 / 34卷 / 01期

关键词：

D O I：

10.1021/jo00838a046

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The triphenylphosphonium salts of furfuryl bromide and its fully and partially hydrogenated derivatives have been prepared and allowed to react in the Wittig manner. A reversible α elimination followed by an unusual internal ylidization reaction was observed with the tetrahydrofurfuryl salt. © 1969, American Chemical Society. All rights reserved.

引用

页码：212 / &

共 16 条

[1] The reaction of beta-halogen ethers with metals - Mechanism of the reaction and related processes
Amstutz, ED
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1944, 9 (03) : 310 - 318
[2] POLYACETYLENVERBINDUNGEN .25. SYNTHESEN DER POLYINE AUS CENTAUREA-RUTHENICA L
BOHLMANN, F
HERBST, P
[J]. CHEMISCHE BERICHTE-RECUEIL, 1959, 92 (06): : 1319 - 1328
[3] BUKHAROV VG, 1961, IZV AKAD NAUK SSSR O, P135
[4] HIERS GS, 1926, J AM CHEM SOC, V48, P2388
[5] CHEMISTRY OF CARBANIONS .6. STEREOCHEMISTRY OF WITTIG REACTION WITH STABILIZED YLIDS
HOUSE, HO
JONES, VK
FRANK, GA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (11) : 3327 - &
[6] JOHNSON AW, 1966, YLID CHEMISTRY
[7] UBER DIE REAKTION VON N-BROM-SUCCINIMID MIT DERIVATEN DES 5.6-DIHYDRO-4H-PYRANS UND 4.5-DIHYDRO-FURANS
KORTE, F
HEINZ, R
SCHARF, D
[J]. CHEMISCHE BERICHTE-RECUEIL, 1961, 94 (03): : 825 - 831
[8] MAERCKER A, 1965, ORG REACTIONS, V14, P272
[9] The preparation of tetrahydrofurfuryl bromide and its reaction with magnesium.
Robinson, R
Smith, LH
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1936, : 195 - 196
[10] SCHMITT CG, 1932, J AM CHEM SOC, V54, P758

← 1 2 →