NOVEL METHOD FOR GENERATION OF SECONDARY ORGANOZINC REAGENT - APPLICATION TO TANDEM CARBON-CARBON BOND FORMATION REACTION OF 1,1-DIBROMOALKANE

被引：62

作者：

HARADA, T

KOTANI, Y

KATSUHIRA, T

OKU, A

机构：

[1] Department of Chemistry, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 12期

关键词：

D O I：

10.1016/S0040-4039(00)74275-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of 1,1-dibromoalkane (R1CHBr2) with trialkylzincate ((R2)3ZnLi) followed by a palladium catalyzed coupling reaction of the resulting secondary organozinc reagent (R1CH(R2)ZnL) with various electrophiles (El-X) afforded R1CH(R2)El.

引用

页码：1573 / 1576

页数：4

共 19 条

[1] A NOVEL ROUTE TO CYCLOPROPANES FROM OLEFINS
FURUKAWA, J
KAWABATA, N
NISHIMURA, J
[J]. TETRAHEDRON LETTERS, 1966, (28) : 3353 - +
[2] STEREOSELECTIVE SYNTHESIS OF GEM-DISUBSTITUTED CYCLOPROPANES FROM GEM-DIBROMOCYCLOPROPANES
HARADA, T
KATSUHIRA, T
HATTORI, K
OKU, A
[J]. TETRAHEDRON LETTERS, 1989, 30 (44) : 6039 - 6040
[3] GENERATION AND ALKYLATION REACTION OF LITHIUM 1-HALOCYCLOPROPYLZINCATE
HARADA, T
HATTORI, K
KATSUHIRA, T
OKU, A
[J]. TETRAHEDRON LETTERS, 1989, 30 (44) : 6035 - 6038
[4] GENERATION AND ALKYLATION REACTION OF 1-BROMOALKENYLZINCATE
HARADA, T
HARA, D
HATTORI, K
OKU, A
[J]. TETRAHEDRON LETTERS, 1988, 29 (31) : 3821 - 3824
[5] DICHLORO[1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENE]PALLADIUM-(II) - AN EFFECTIVE CATALYST FOR CROSS-COUPLING OF SECONDARY AND PRIMARY ALKYL GRIGNARD AND ALKYLZINC REAGENTS WITH ORGANIC HALIDES
HAYASHI, T
KONISHI, M
KOBORI, Y
KUMADA, M
HIGUCHI, T
HIROTSU, K
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (01) : 158 - 163
[6] ENANTIOSELECTIVE ADDITION OF DIALKYLZINCS TO ALDEHYDES PROMOTED BY CHIRAL AMINO-ALCOHOLS - MECHANISM AND NONLINEAR EFFECT
KITAMURA, M
OKADA, S
SUGA, S
NOYORI, R
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (11) : 4028 - 4036
[7] ZINC AND COPPER CARBENOIDS AS EFFICIENT AND SELECTIVE A1/D1 MULTICOUPLING REAGENTS .1.
KNOCHEL, P
JEONG, N
ROZEMA, MJ
YEH, MCP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (16) : 6474 - 6476
[8] SYNTHESIS AND REACTIVITY OF OPEN-CHAIN AND CYCLIC 2-CYANO ZINC AND COPPER ORGANOMETALLICS
MAJID, TN
YEH, MCP
KNOCHEL, P
[J]. TETRAHEDRON LETTERS, 1989, 30 (38) : 5069 - 5072
[9] NOVEL 1,2-MIGRATION REACTIONS OF ORGANOMETALS CONTAINING ALUMINUM, ZINC, AND OTHER MAIN GROUP-METALS WITH ALPHA-HALOORGANOLITHIUMS
NEGISHI, E
AKIYOSHI, K
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (02) : 646 - 647
[10] SELECTIVE CARBON CARBON BOND FORMATION VIA TRANSITION-METAL CATALYSIS .37. CONTROLLED CARBOMETALATION .16. NOVEL SYNTHESES OF ALPHA,BETA-UNSATURATED CYCLOPENTENONES VIA ALLYLZINCATION OF ALKYNES
NEGISHI, E
MILLER, JA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (22) : 6761 - 6763

← 1 2 →