A NEW ASYMMETRIC-SYNTHESIS OF TRICARBONYLCHROMIUM COMPLEXES OF ORTHO-SUBSTITUTED BENZALDEHYDES

被引:40
|
作者
KUNDIG, EP
LIU, RG
RIPA, A
机构
[1] Départment de Chimie Organique, Université de Genève, Genève, CH-1211, 30, quai Ernest-Ansermet
关键词
D O I
10.1002/hlca.19920750818
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
ortho-Substituted [Cr(CO)3(benzaldehyde)) complexes are obtained via nucleophilic addition of alkyl- and aryllithium reagents to a [Cr(CO)3(phenylmethaneimine)] complex followed by endo-hydride abstraction with triphenylmethyl cation. This sequence, when carried out with a [Cr(CO)3(benzaldehyde SAMP hydrazone)] complex affords substituted derivatives (Me, Bu, Ph, vinyl) with high ( greater-than-or-equal-to 97 %) diastereoselectivity and, after hydrolysis, ortho-substituted [Cr(CO)3(benzaldehyde)] ((S)-1) complexes of high enantiomeric purity.
引用
收藏
页码:2657 / 2660
页数:4
相关论文
共 50 条
  • [31] SYNTHESIS OF ORTHO-SUBSTITUTED BENZONITRILES BY NITRO DISPLACEMENT
    BECK, JR
    SOBCZAK, RL
    SUHR, RG
    YAHNER, JA
    JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (13): : 1839 - 1841
  • [32] SYNTHESIS AND PHARMACOLOGICAL ACTIONS OF ORTHO-SUBSTITUTED PHENETHYLHYDRAZINES
    SCHUMANN, EL
    GREIG, ME
    SEAY, PH
    HEINZELMAN, RV
    JOURNAL OF MEDICINAL & PHARMACEUTICAL CHEMISTRY, 1961, 3 (03): : 567 - &
  • [33] Synthesis and antimitotic properties of ortho-substituted polymethoxydiarylazolopyrimidines
    Chernyshova, Natalia B.
    Tsyganov, Dmitry V.
    Khrustalev, Victor N.
    Raihstat, Mikhail M.
    Konyushkin, Leonid D.
    Semenov, Roman V.
    Semenova, Marina N.
    Semenov, Victor V.
    ARKIVOC, 2017, : 151 - 165
  • [34] SYNTHESIS OF ORTHO-SUBSTITUTED PHOSPHINYLPHENOL, PHOSPHINYLMETHYLPHENOL AND PHOSPHINYLETHYLPHENOL
    BONDARENKO, NA
    TSVETKOV, EN
    MATROSOV, EI
    KABACHNIK, MI
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1979, 28 (02): : 399 - 403
  • [36] Oxotitanium(IV) complexes of ortho-substituted benzalidene thiosemicarbazones
    Singh, PP
    Thakur, AK
    Pandit, RS
    Thakur, BG
    ASIAN JOURNAL OF CHEMISTRY, 2005, 17 (01) : 98 - 102
  • [37] SYNTHESIS AND CHARACTERIZATION OF NEW 5-(ORTHO-SUBSTITUTED ARYLAZO)-BARBITURIC ACID COMPLEXES WITH TRANSITION-METALS
    MASOUD, MS
    HEIBA, AM
    SOLIMAN, EM
    TRANSITION METAL CHEMISTRY, 1989, 14 (03) : 175 - 180
  • [38] A NOVEL ASYMMETRIC-SYNTHESIS OF SUBSTITUTED CYCLOPROPANES
    MEYERS, AI
    ROMINE, JL
    FLEMING, SA
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (21) : 7245 - 7247
  • [39] NUCLEOPHILIC ADDITIONS TO ALDEHYDES AND KETONES .3. REACTIONS OF ORTHO-SUBSTITUTED BENZALDEHYDES AND THEIR POLAROGRAPHIC OXIDATIONS
    SEDON, JH
    ZUMAN, P
    JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (11): : 1957 - 1961
  • [40] SYNTHESIS OF ORTHO-SUBSTITUTED AMINOPYRIDINES - METALATION OF PIVALOYLAMINO DERIVATIVES
    ESTEL, L
    LINARD, F
    MARSAIS, F
    GODARD, A
    QUEGUINER, G
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (01) : 105 - 112