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    Fukuyama Group - Group Meeting Problems 03/05/2003

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    Nguyễn Ngô Đức

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    Fukuyama Group - Group Meeting Problems 03/05/2003

    Uploaded by

    Nguyễn Ngô Đức
    12 views2 pages

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    p0303

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    12 views2 pages

    Fukuyama Group - Group Meeting Problems 03/05/2003

    Uploaded by

    Nguyễn Ngô Đức

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    of 2

    Fukuyama Group - Group Meeting Problems

    03/05/2003

    1 1) n-BuLi (2 eq), TMEDA; HO


    RCHO, THF, 62%
    2) PPTS, toluene, 85%
    OH O O
    O 3) Pd/C, H2, EtOH, 90%
    4) BF3•Et2O, THF, 85% O
    O
    R=
    O

    2
    1) Rh(II) H
    benzene, rt O
    N2 10 min, 94%
    O N O
    Ph 2) xylene, 145 °C
    O O 13 hr, 68% N
    O Ph
    [Rh(II) = Rh2(pfb)4]

    3
    Mo(CO)5

    Bu OMe W
    W
    W W benzene
    40 °C Bu
    W = CO2Me
    54%

    4
    Me OMe
    (0.5 eq :
    theoretical amount) O2N O O
    N N
    NO2 +
    CHCl3 - MeNO2 O2N
    rt, 10 min
    2 : 3 mixture

    5
    1) n-BuLi, –78 °C
    OH

    Cl O
    Cl 2) n-BuLi, 0 °C
    Fukuyama Group - Group Meeting Problems
    03/12/2003

    1
    1) Lawessons' reagent
    2) COCl2 (2 M in tol.), cat. DMF Ph
    O O
    0 °C,to rt, 1 h; evaporation; Cbz-L-Phe H
    Cbz N
    N CO2Me N N CO2Me
    DABCO, THF, rt, 20 min; CH3CN H
    Me filtration; rt, 19 h O Me
    NaN3, 46%
    83%

    2
    O
    O 1) PhNMe2 O
    180 °C, 6 h, 87%
    Me
    2) cat. Zr(acac)4, TBHP (2 eq)
    CH2Cl2 Me
    20 °C, 6 h, 71%

    3
    1) BrCH2CO2Ph
    OH i-Pr2NEt, MeCN
    OH TIPSO
    2) TIPSOTf, Et3N OH
    NHBn N
    benzene Bn
    3) LiAlH4

    4
    O
    Me3Si
    1) Br2, MeOH
    CO2Me 2) AgNO3, MeOH CO2Me

    3) TFAA, DMSO
    CO2Me CO2Me

    5
    CO2Me
    1) CH2Cl2, rt
    CO2Me 5 days, 70%
    + N N
    Cl 2) DMSO, 100 °C
    O 3 hr, 73% O

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