Preparation of silyl substituted crotylzinc reagents and their highly diastereoselective addition to carbonyl compounds

被引:21
|
作者
Helm, Matthew D. [1 ]
Mayer, Peter [1 ]
Knochel, Paul [1 ]
机构
[1] Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany
关键词
D O I
10.1039/b802157k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Readily prepared beta-silyl substituted crotylzinc reagents undergo highly selective allylation of carbonyl compounds leading to syn-homoallylic alcohols.
引用
收藏
页码:1916 / 1917
页数:2
相关论文
共 50 条
  • [41] A new synthesis of chiral alpha-substituted furfuryl amines by diastereoselective addition of organometallic reagents
    Liao, LX
    Wang, ZM
    Zhou, WS
    TETRAHEDRON-ASYMMETRY, 1997, 8 (12) : 1951 - 1954
  • [42] PREPARATION OF SUBSTITUTED ALLYLLITHIUM REAGENTS FROM ALLYLTIN COMPOUNDS BY TRANSMETALATION
    SEYFERTH, D
    MAMMARELLA, RE
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1979, 177 (01) : 53 - 65
  • [43] CATALYTIC ADDITION OF FLUORINE TO A CARBONYL GROUP . PREPARATION OF FLUOROXY COMPOUNDS
    LUSTIG, M
    PITOCHEL.AR
    RUFF, JK
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (12) : 2841 - &
  • [44] Asymmetric Conjugate Addition of Grignard Reagents to 3-Silyl Unsaturated Esters for the Facile Preparation of Enantioenriched β-Silylcarbonyl Compounds and Allylic Silanes
    Zhao, Kai
    Loh, Teck-Peng
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (50) : 16764 - 16772
  • [46] SYNTHESES OF SUBSTITUTED OXETANES BY PHOTOCHEMICAL ADDITION OF CARBONYL COMPOUNDS TO FURANE DERIVATIVES
    RIVAS, C
    PAYO, E
    ACTA CIENTIFICA VENEZOLANA, 1967, S 18 : 352 - &
  • [47] Highly Diastereoselective Preparation of Aldol Products Using New Functionalized Allylic Aluminum Reagents
    Shen, Zhi-Liang
    Peng, Zhihua
    Yang, Chun-Ming
    Helberg, Julian
    Mayer, Peter
    Marek, Ilan
    Knochel, Paul
    ORGANIC LETTERS, 2014, 16 (03) : 956 - 959
  • [48] Highly diastereoselective nucleophilic addition of organometallic reagents to 2-pyrrolidinyl nitrones: a semiempirical approach
    Merino, P
    Franco, S
    Gascon, JM
    Merchan, FL
    Tejero, T
    TETRAHEDRON-ASYMMETRY, 1999, 10 (10) : 1867 - 1871
  • [49] Highly diastereoselective nucleophilic addition reactions of masked acyl cyanide reagents to tert-butanesulfiminides
    Nemoto, Hisao
    Moriguchi, Hideki
    Ma, Rujian
    Kawamura, Tomoyuki
    Kamiya, Masaki
    Shibuya, Masayuki
    TETRAHEDRON-ASYMMETRY, 2007, 18 (03) : 383 - 389
  • [50] Copper(I) mediated highly diastereoselective conjugate addition of Grignard reagents to 2-silyloxycyclopentenecarboxylates
    Dambrin, V
    Villieras, M
    Moreau, C
    Amri, H
    Toupet, L
    Villieras, J
    TETRAHEDRON LETTERS, 1996, 37 (35) : 6323 - 6326