Catalytic asymmetric hydrosilylation of butadiynes: A new synthesis of optically active allenes

被引:32
|
作者
Tillack, A [1 ]
Michalik, D [1 ]
Koy, C [1 ]
Michalik, M [1 ]
机构
[1] Univ Rostock eV, Inst Organ Katalyseforsch, D-18055 Rostock, Germany
关键词
asymmetric hydrosilylation; butadiynes; chiral allenes; rhodium phosphine complexes;
D O I
10.1016/S0040-4039(99)01403-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Rh-catalyzed hydrosilylation of butadiynes to chiral allenes in the presence of chiral phosphine ligands is described. For the first time an enantiomeric excess of 22% was achieved using PPM ligand ((2S,4S)-(-)-4-(diphenylphosphino)-2-(diphenylphosphinomethyl)-pyrrolidine). (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6567 / 6568
页数:2
相关论文
共 50 条
  • [21] REDUCTION OF CARBONYL-COMPOUNDS VIA HYDROSILYLATION .5. SYNTHESIS OF OPTICALLY-ACTIVE ALLYLIC ALCOHOLS VIA REGIOSELECTIVE ASYMMETRIC HYDROSILYLATION
    KOGURE, T
    OJIMA, I
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 234 (03) : 249 - 256
  • [22] Mesogenic behavior of optically active allenes - A new class of FLC
    Lunkwitz, R
    Tschierske, C
    Giesselmann, F
    Kruth, H
    FERROELECTRICS, 1998, 212 (1-4) : 265 - +
  • [23] Progress in catalytic asymmetric hydrosilylation
    Yao, JS
    Wu, YS
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2002, 22 (02) : 101 - 106
  • [24] Asymmetric synthesis of new optically active sulfinamides of menthane series and their derivatives
    Izmest'ev, E. S.
    Sudarikov, D. V.
    Rubtsova, S. A.
    Slepukhin, P. A.
    Kuchin, A. V.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 48 (02) : 184 - 192
  • [25] Asymmetric synthesis of new optically active sulfinamides of menthane series and their derivatives
    E. S. Izmest’ev
    D. V. Sudarikov
    S. A. Rubtsova
    P. A. Slepukhin
    A. V. Kuchin
    Russian Journal of Organic Chemistry, 2012, 48 : 184 - 192
  • [26] New synthetic methods for optically active ferrocenes and their application to asymmetric synthesis
    Fukuzawa, S
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2003, 61 (03) : 211 - 225
  • [27] Synthesis of optically active atropisomeric aminophosphine and its application to catalytic asymmetric reaction.
    Mino, T
    Tanaka, Y
    Sakamoto, M
    Fujita, T
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U552 - U552
  • [28] CATALYTIC ASYMMETRIC-SYNTHESIS OF OPTICALLY-ACTIVE 2-ALKANOLS VIA HYDROSILYLATION OF 1-ALKENES WITH A CHIRAL MONOPHOSPHINE-PALLADIUM CATALYST
    HAYASHI, T
    UOZUMI, Y
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1992, 203 : 121 - ORGN
  • [30] OPTICALLY ACTIVE POLYMERS - ASYMMETRIC SYNTHESIS OF POLYNAPHTHOFURANS
    BRESSAN, G
    FARINA, M
    NATTA, G
    MAKROMOLEKULARE CHEMIE, 1966, 93 (APR): : 283 - &