CONJUGATE ADDITION-REACTIONS OF ALPHA-AZOALKYLCUPRATE REAGENTS

被引：6

作者：

ALEXANDER, CW ^{[1
]}

LIN, SY ^{[1
]}

DIETER, RK ^{[1
]}

机构：

[1] CLEMSON UNIV,DEPT CHEM,HL HUNTER LAB,CLEMSON,SC 29634

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1995年 / 503卷 / 02期

关键词：

ORGANOCUPRATE; ORGANOCOPPER; ALPHA-AZOALKYL CUPRATE; ALPHA-AMINOALKYL CUPRATE CONJUGATE ADDITION; ALPHA-AZOALKYL ANION; ENONE;

D O I：

10.1016/0022-328X(95)05562-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new class of alpha-heteroatomalkyl organocuprate/organocopper reagents has been prepared. These alpha-azoalkyl cuprate reagents were derived from alpha-azoalkyl anions and were treated with enones and enoates affording gamma-azoalkyl carbonyl compounds in modest yields.

引用

页码：213 / 220

页数：8

共 33 条

[1] Adams R., 1975, ORG SYNTH, V5, P107
[2] A COMPARISON OF THE REACTIONS OF [(PHENYLTHIO)(TRIMETHYLSILYL)METHYL]LITHIUM WITH ALPHA,BETA-UNSATURATED KETONES AND THOSE OF OTHER ACYL ANION EQUIVALENTS CONTAINING SULFUR
AGER, DJ
EAST, MB
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (21) : 3983 - 3992
[3] ALEXAKIS A, 1991, SYNLETT, P62
[4] REACTION OF COPPER ENOLATES OF ESTERS WITH PROPARGYLIC SYSTEMS - FACILE PREPARATION OF 3,4-DIENOIC ESTERS, STEREOSELECTIVE REARRANGEMENT TO (2E,4Z)-DIENOIC AND (2E,4E)-DIENOIC ESTERS, AND STEREOSELECTIVE SYNTHESIS OF A FRAGRANCE FROM BARTLETT PEAR
AMOS, RA
KATZENELLENBOGEN, JA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (04) : 555 - 560
[5] MICHAEL ADDITIONS OF HYDRAZONES FOR CARBON CARBON BOND FORMATION
BALDWIN, JE
ADLINGTON, RM
BOTTARO, JC
JAIN, AU
KOLHE, JN
PERRY, MWD
NEWINGTON, IM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (16) : 1095 - 1096
[6] AZO ANIONS IN SYNTHESIS .1. TERT-BUTYLHYDRAZONES AS ACYL-ANION EQUIVALENTS
BALDWIN, JE
ADLINGTON, RM
BOTTARO, JC
KOLHE, JN
PERRY, MWD
JAIN, AU
[J]. TETRAHEDRON, 1986, 42 (15) : 4223 - 4234
[7] CHLOROTRIMETHYLSILANE-ACTIVATED AND IODOTRIMETHYLSILANE-ACTIVATED ADDITIONS OF ORGANOCOPPER COMPOUNDS TO ENONES AND ENOATES
BERGDAHL, M
LINDSTEDT, EL
NILSSON, M
OLSSON, T
[J]. TETRAHEDRON, 1988, 44 (07) : 2055 - 2062
[8] ADDITION OF ME2CULI TO ENONES AND ENOATES - EFFECTS OF SOLVENT AND ADDITIVES ON THE YIELD AND STEREOSELECTIVITY
CHRISTENSON, B
ULLENIUS, C
HAKANSSON, M
JAGNER, S
[J]. TETRAHEDRON, 1992, 48 (17) : 3623 - 3632
[9] STEREOSELECTIVE ADDITION OF R2CULI TO ORTHO-SUBSTITUTED METHYL CINNAMATES - INTRAMOLECULAR ASSISTANCE AND SOLVENT EFFECTS
CHRISTENSON, B
HALLNEMO, G
ULLENIUS, C
[J]. TETRAHEDRON, 1991, 47 (26) : 4739 - 4752
[10] TERT-BUTOXYMETHYLLITHIUM - DIRECT PREPARATION FROM TERT-BUTYL METHYL-ETHER AND APPLICATIONS AS A HYDROXYMETHYL ANION EQUIVALENT
COREY, EJ
ECKRICH, TM
[J]. TETRAHEDRON LETTERS, 1983, 24 (31) : 3165 - 3168

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