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Chemistry of Life 25-27Feb2014

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  • 8/11/2019 Chemistry of Life 25-27Feb2014

    1/16

    D K F 2014

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    I M B, M

    E: .@..

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    130

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    ,

    , M 2006

    A N K L

    ://../A/N/P/2006/JH.

    , !

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  • 8/11/2019 Chemistry of Life 25-27Feb2014

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    A ,

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    (), ()

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  • 8/11/2019 Chemistry of Life 25-27Feb2014

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    D K F 2014

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    , , ,

    . B ;

    . ?

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  • 8/11/2019 Chemistry of Life 25-27Feb2014

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    D K F 2014

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    , , , , ,

    F

    ,

    I (2,2,5)

    8

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  • 8/11/2019 Chemistry of Life 25-27Feb2014

    5/16

    D K F 2014

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    9

    254

    DPP

    10

    C

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    :

    2 (

    H )

  • 8/11/2019 Chemistry of Life 25-27Feb2014

    6/16

    D K F 2014

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    11

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    !

    C :S S

    the divine smell of theblack t ruf fle comesfrom this compound

    O

    damascenone - the smell of roses

    12

  • 8/11/2019 Chemistry of Life 25-27Feb2014

    7/16

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    J

    ( )

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    (), G

    O P ()

  • 8/11/2019 Chemistry of Life 25-27Feb2014

    8/16

    D K F 2014

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    15

    C

    /

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    16

    :

    F , C4H10, CH3(CH2)2CH3,

    CH3CH2CH2CH3

    C4H10

    I

    ,

    3D

  • 8/11/2019 Chemistry of Life 25-27Feb2014

    9/16

    D K F 2014

    9

    17

    F , :

    C

    H

    HH

    H

    A :

    18

    ,

    M :

    CH3

    CH2

  • 8/11/2019 Chemistry of Life 25-27Feb2014

    10/16

    D K F 2014

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    19

    G

    1) D 120

    2) M C

    3) M H , CH

    4) D ,

    5) I ,

    (1) (2)

    3 3

    (CH3CH2CN) (CH3CH2CH2NH2)

    20

  • 8/11/2019 Chemistry of Life 25-27Feb2014

    11/16

    D K F 2014

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    I , 2

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    F6: 6 NC:

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    22

    1 4

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    12/16

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    N

    N:

    A

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    J .

    ,

    O

    (R)-(+)-limonenesmells of oranges

    (S)-(-)-limonenesmells of lemons

    (R)-(-)-carvonesmells of caraway seeds

    O

    (S)-(+)-carvonesmells of spearmint

    O

    23

    24

    E =

    O ,

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    13/16

    D K F 2014

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    25

    ( )

    ( )

    :

    26

    N

    P: , ,

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    D K F 2014

    14

    27

    A ()

    A ( ) C=C ()

    A CC ()

    A (OH) (OH) ()

    E (1O2) (O) ()

    A (NH2) (NH2) ()

    A (CHO) (1CO2)

    (C=O) (/)

    C (CO2H) (CO2H) ( )

    A (CONH2, 1CONH2, 1CON23) ()

    28

    :

  • 8/11/2019 Chemistry of Life 25-27Feb2014

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    D K F 2014

    15

    29

    N :

    30

    N,

    B

    I , .

    ,

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    D K F 2014

    31

    O

    I ,

    F , 16

    17 ,

    .

    ,

    MeO

    O

    MeO

    OMeHO

    H

    H

    MeO

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    MeO

    OMeO

    H

    HH

    1. N-iodosuccinamide2. nBu3SnH

    (71% yield)

    16 17

    32

    ?

    P 1971 H (

    H)

    O 0.15


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