CHIRAL ORGANOMETALLIC REAGENTS .3. ON THE CONFIGURATIONAL STABILITY OF ALPHA-BROMOALKYLLITHIUM COMPOUNDS

被引：25

作者：

HOFFMANN, RW

BEWERSDORF, M

机构：

[1] Fachbereich Chemie, Universität Marburg, Marburg, W-3550, Hans‐Meerwein‐Straße

来源：

CHEMISCHE BERICHTE | 1991年 / 124卷 / 05期

关键词：

CARBENOIDS; CONFIGURATIONAL STABILITY; ORGANOLITHIUM COMPOUNDS;

D O I：

10.1002/cber.19911240545

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The carbenoids 2 undergo at -110-degrees-C a bromine/lithium exchange reaction with 1,1-dibromo alkanes. This leads to partial equilibration of the carbenoids 2 during their generation from the 1,1-dibromo compound 1. In the absence of the precursor 1, the carbenoids 2 have been found to be configurationally stable at -110-degrees-C.

引用

页码：1259 / 1264

页数：6

共 11 条

[1] GENERATION AND ALKYLATION REACTION OF LITHIUM 1-HALOCYCLOPROPYLZINCATE
HARADA, T
HATTORI, K
KATSUHIRA, T
OKU, A
[J]. TETRAHEDRON LETTERS, 1989, 30 (44) : 6035 - 6038
[2] CHIRAL ORGANOMETALLIC REAGENTS .1. STEREOSELECTIVE EXCHANGE OF DIASTEREOTOPIC BROMINE ATOMS BY LITHIUM IN 1,1-DIBROMO-3-(TRIMETHYLSILYLOXY)ALKANES
HOFFMANN, RW
BEWERSDORF, M
KRUGER, M
MIKOLAISKI, W
STURMER, R
[J]. CHEMISCHE BERICHTE, 1991, 124 (05) : 1243 - 1252
[3] HOFFMANN RW, IN PRESS J CHEM SOC
[4] STEREOSELECTIVE MONOALKYLATION OF ALPHA-HALOCYCLOPROPYLLITHIUMS - VERSATILE METHOD FOR SYNTHESIS OF ALPHA-ALKYLCYCLOPROPYL ACETATES AND ALKYLIDENECYCLOPROPANES
KITATANI, K
HIYAMA, T
NOZAKI, H
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1977, 50 (12) : 3288 - 3294
[5] DARSTELLUNG REAKTIONEN UND SOLVENSABHANGIGE STABILITAT VON 1-CHLOR-2.2-DIPHENYL-VINYLLITHIUM
KOBRICH, G
TRAPP, H
[J]. CHEMISCHE BERICHTE-RECUEIL, 1966, 99 (02): : 670 - &
[6] A STEREOSPECIFIC CONVERGENT COUPLING OF NUCLEOPHILIC AND ELECTROPHILIC CHIRAL CARBONS
MATTESON, DS
TRIPATHY, PB
SARKAR, A
SADHU, KM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (12) : 4399 - 4402
[7] MIKOLAISKI W, 1990, THESIS U MARBURG
[8] STEREOSPECIFIC ROUTES TO ISOMERIC 7-BROMO-7-LITHIONORCARANES
SEYFERTH, D
LAMBERT, RL
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1973, 55 (02) : C53 - C57
[9] A NEW ALKYLTIN(IV)-MEDIATED COUPLING REACTION OF ALDEHYDES TO OLEFINS
TORISAWA, Y
SHIBASAKI, M
IKEGAMI, S
[J]. TETRAHEDRON LETTERS, 1981, 22 (25) : 2397 - 2400
[10] SKATTEBOL-TYPE REARRANGEMENT OF LITHIUM CARBENOIDS AT LOW-TEMPERATURES
WARNER, PM
HEROLD, RD
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (26) : 5411 - 5412

← 1 2 →