4M LITHIUM PERCHLORATE-NITROMETHANE - AN EFFICIENT SOLVENT IN DIELS-ALDER REACTIONS USING NITROALKENES AS DIENOPHILES

被引：41

作者：

AYERBE, M ^{[1
]}

COSSIO, FP ^{[1
]}

机构：

[1] EUSKAL HERRIKO UNIBERTSITATEA,FAK KIM,E-20080 SAN SEBASTIAN DON,SPAIN

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 25期

关键词：

D O I：

10.1016/0040-4039(95)00678-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diels-Alder reactions in which nitroalkenes act as dienophiles are substantially accelerated in 4M lithium perchlorate-nitromethane solutions. This acceleration is higher than that observed when the known 5M lithium perchlorate-diethyl ether system is used.

引用

页码：4447 / 4450

页数：4

共 15 条

[1] CONJUGATED NITROALKENES - VERSATILE INTERMEDIATES IN ORGANIC-SYNTHESIS
BARRETT, AGM
GRABOSKI, GG
[J]. CHEMICAL REVIEWS, 1986, 86 (05) : 751 - 762
[2] HETEROSUBSTITUTED NITROALKENES IN SYNTHESIS
BARRETT, AGM
[J]. CHEMICAL SOCIETY REVIEWS, 1991, 20 (01) : 95 - 127
[3] Carruthers W., 2013, CYCLOADDITION REACTI
[4] NITROALKENE [4+2]-CYCLOADDITIONS WITH 2-(ACYLOXY)VINYL ETHERS - STEREOSELECTIVE SYNTHESIS OF 3-HYDROXY-4-SUBSTITUTED-PYRROLIDINES
DENMARK, SE
SCHNUTE, ME
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (16) : 4576 - 4595
[5] TANDEM INTER[4+2] INTRA[3+2] CYCLOADDITIONS .6. THE BRIDGED MODE
DENMARK, SE
STOLLE, A
DIXON, JA
GUAGNANO, V
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (07) : 2100 - 2101
[6] THE LITHIUM PERCHLORATE-DIETHYL ETHER RATE ACCELERATION OF THE DIELS-ALDER REACTION - LEWIS ACID CATALYSIS BY LITHIUM ION
FORMAN, MA
DAILEY, WP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (07) : 2761 - 2762
[7] DRAMATIC RATE ACCELERATIONS OF DIELS-ALDER REACTIONS IN 5-M LITHIUM PERCHLORATE DIETHYL-ETHER - THE CANTHARIDIN PROBLEM REEXAMINED
GRIECO, PA
NUNES, JJ
GAUL, MD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (11) : 4595 - 4596
[8] (R)-2,3-O-ISOPROPYLIDENEGLYCERALDEHYDE AND (S)-2,3-O-ISOPROPYLIDENEGLYCERALDEHYDE IN STEREOSELECTIVE ORGANIC-SYNTHESIS
JURCZAK, J
PIKUL, S
BAUER, T
[J]. TETRAHEDRON, 1986, 42 (02) : 447 - 488
[9] KANT T, 1994, SYNLETT, P801
[10] RATE ENHANCEMENT IN DIELS-ALDER REACTIONS BY PERCHLORATE SALTS IN NONAQUEOUS SOLVENTS - AN ALTERNATE EXPLANATION
KUMAR, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (16) : 4612 - 4617

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