1,6-REDUCTION OF 2-EN-4-YNOATES USING LITHIUM DI-SEC-BUTYLCYANOCUPRATE

被引：19

作者：

KRAUSE, N

HANDKE, G

机构：

[1] Institut für Organische Chemie der Technischen Hochschule Darmstadt, D-6100 Darmstadt

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 49期

关键词：

D O I：

10.1016/0040-4039(91)80483-M

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of 2-en-4-ynoates 1 with lithium di-s-butylcyanocuprate in diethyl ether yields the 1,6-reduction products 2, whereas in tetrahydrofuran the 1,6-addition products 4 are obtained.

引用

页码：7229 / 7232

页数：4

共 26 条

[1] DIASTEREOSELECTIVE SYN OR ANTI OPENING OF PROPARGYLIC EPOXIDES - SYNTHESIS OF ALPHA-ALLENIC ALCOHOLS
ALEXAKIS, A
MAREK, I
MANGENEY, P
NORMANT, JF
[J]. TETRAHEDRON, 1991, 47 (09) : 1677 - 1696
[2] BORON FLUORIDE PROMOTED OPENING OF EPOXIDES BY ORGANOCOPPER AND CUPRATE REAGENTS
ALEXAKIS, A
JACHIET, D
NORMANT, JF
[J]. TETRAHEDRON, 1986, 42 (20) : 5607 - 5619
[3] NEW AND EFFECTIVE REAGENTS FOR 1,4 REDUCTION OF ALPHA,BETA-UNSATURATED KETONES, LIALH-4-CUI AND ITS REACTIVE SPECIES H-2ALI
ASHBY, EC
LIN, JJ
KOVAR, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (11) : 1939 - 1943
[4] COMPOSITION OF LITHIUM METHYLCUPRATES IN ETHER SOLVENTS
ASHBY, EC
WATKINS, JJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (16) : 5312 - 5317
[5] EVIDENCE FOR SINGLE ELECTRON-TRANSFER IN THE REACTIONS OF LITHIUM DIMETHYLCUPRATE WITH ALKYL-HALIDES
ASHBY, EC
COLEMAN, D
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (20) : 4554 - 4565
[6] NEW COPPER CHEMISTRY .14. THE GILMAN REAGENT PH2CULI AND HIGHER-ORDER PH3CULI2 - C-13 AND LI-6 NMR IN DIMETHYL SULFIDE
BERTZ, SH
DABBAGH, G
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (11) : 3668 - 3670
[7] REACTION OF BU2CULI.LII WITH ALKYL IODIDES - EVIDENCE FOR FREE-RADICALS AND ELECTRON-TRANSFER
BERTZ, SH
DABBAGH, G
MUJSCE, AM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (02) : 631 - 636
[8] COMPACTIN FROM HAJOS (-)-ENEDIONE
DANIEWSKI, AR
USKOKOVIC, MR
[J]. TETRAHEDRON LETTERS, 1990, 31 (39) : 5599 - 5602
[9] USE OF LITHIUM ORGANOCUPRATE ADDITIONS AS MODELS FOR AN ELECTRON-TRANSFER PROCESS
HOUSE, HO
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1976, 9 (02) : 59 - 67
[10] REACTIONS INVOLVING ELECTRON-TRANSFER .12. EFFECTS OF SOLVENT AND SUBSTITUENTS UPON ABILITY OF LITHIUM DIORGANOCUPRATES TO ADD TO ENONES
HOUSE, HO
WILKINS, JM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (12) : 2443 - 2454

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