CONJUGATE ADDITION REACTIONS WITH LITHIUM DIALLYLCUPRATE

被引：112

作者：

HOUSE, HO

FISCHER, WF

机构：

[1] Department of Chemistry, Massachusetts Institute of Technology, Massachusetts 02139, Cambridge

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1969年 / 34卷 / 11期

关键词：

D O I：

10.1021/jo01263a087

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Although the conjugate addition of an allyl group from lithium diallylcuprate to 2-cyclohexenone (1) was successful, the more hindered ketone, 3,5,5-trimethylcyclohexenone (2), underwent 1,2 addition with the same reagent. Attempts to effect or to catalyze the conjugate addition of acetylide anions or enolate anions to unsaturated ketones by the presence of copper(I) derivatives were not successful. © 1969, American Chemical Society. All rights reserved.

引用

页码：3615 / &

共 12 条

[1] [Anonymous], 1959, ORGANIC REACT
[2] DIMROTH K, 1968, ANGEW CHEM, V80, P490
[3] DIMROTH K, 1968, ANGEW CHEM, V80, P489
[4] CHEMISTRY OF CARBANIONS .12. ROLE OF COPPER INCONJUGATE ADDITION OF ORGANOMETALLIC REAGENTS
HOUSE, HO
RESPESS, WL
WHITESID.GM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (10) : 3128 - &
[5] REACTION OF SODIUM DICYANOCUPRATE WITH VINYL AND ARYL HALIDES
HOUSE, HO
FISCHER, WF
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (11) : 3626 - &
[6] CHEMISTRY OF CARBANIONS .17. ADDITION OF METHYL ORGANOMETALLIC REAGENTS TO CYCLOHEXENONE DERIVATIVES
HOUSE, HO
FISCHER, WF
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (03) : 949 - &
[7] PREPARATION OF 3-ISOPROPENYLCYCLOHEXANONE
HOUSE, HO
LATHAM, RA
SLATER, CD
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (08) : 2667 - &
[8] REACTION OF DELTA2-CYCLOHEXENONE WITH BETA-METHYLALLYLMAGNESIUM CHLORIDE AND ISOBUTYLMAGNESIUM CHLORIDE . EFFECT OF ADDED CUPROUS CHLORIDE
MANDELL, L
BRODMANN, JM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (02) : 591 - &
[9] RUNDEL W, 1968, TETRAHEDRON LETT, P4333
[10] Vijayaraghavan K. V., 1945, J INDIAN CHEM SOC, V22, P135

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