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    Fukuyama Group - Group Meeting Problems 02/12/2003

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    Nguyễn Ngô Đức

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    © All Rights Reserved
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    Fukuyama Group - Group Meeting Problems 02/12/2003

    Uploaded by

    Nguyễn Ngô Đức
    23 views2 pages

    Original Title

    p0302

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    23 views2 pages

    Fukuyama Group - Group Meeting Problems 02/12/2003

    Uploaded by

    Nguyễn Ngô Đức

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
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    Fukuyama Group - Group Meeting Problems

    02/12/2003

    1
    18O
    MeO2C hn MeO HO
    H

    O dioxane/H218O O

    S 1) mCPBA, CHCl3 S
    OPh 2) CHCl3, reflux
    OPh
    3) 20% aq. KOH O
    N O N O
    Me Me

    3 OMe
    Mo(CO)5
    O THF, 67 ºC MeO2C
    OMe + CO2Me O
    2 hr, 71%
    O
    O

    4 NO2
    Cl

    O
    NaOH, O2N NO2 NO2
    N
    acetone, ~60% PhH, reflux
    N 6 hr, 74%
    OH
    O2N NO2

    5
    O H
    DBU, NIS Bu3SnH, AIBN O O
    "tricyclic compound"
    CH2Cl2, rt t-BuOH, reflux
    OH 73% 50% H
    Fukuyama Group - Group Meeting Problems
    02/19/2003

    1
    O Lawesson's rgt (1.1 eq) O
    NO2 NH2
    N toluene, 100 °C, 15 min N
    H H
    68% S

    2
    1) NH2, H2O, 81%
    O
    2) Tf2O (2 eq.), py Me
    CH2Cl2, 83%
    O
    3) toluene, reflux N
    SO2CF3
    Me

    3
    DPPA Cy2BH, THF
    DBU 0 ° C to rt, 12 h;
    OH N
    toluene MeOH H
    N rt N
    85%
    90%

    4
    H Ph
    H Ph
    O r.t, CH2Cl2, 3 days
    + PPh3CHCO2Bn BnO2C H
    O 95%
    H COPh
    H Ph

    Me
    5 N,N-diethylaniline
    MeO
    O O MeO
    225 °C, 12 h O OH
    MeO
    MeO
    MeO 40%

    1) PIDA, MeOH Me
    O
    MeO
    2) p-TsOH, MeOH
    O PIDA = phenyliodonium diacetate
    reflux, 1.5 h
    MeO 49% (2 steps)

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