A Non-Diazo Approach to α-Oxo Gold Carbenes via Alkyne ...gbdong.cm.utexas.edu › seminar › old...

62
1

Transcript of A Non-Diazo Approach to α-Oxo Gold Carbenes via Alkyne ...gbdong.cm.utexas.edu › seminar › old...

  • 1

  • 2

  • 3

  • 4

  • 5

  • 6

  • 7

  • 8

  • 9

  • 10

    5-exo-dig 6-endo-dig

  • 11

  • 12

  • 13

    2,3-sigmatropic rearrangement

  • 14

  • 15

  • 16

  • 17

  • 18

  • 19

  • 20

  • 21

  • 22

  • 23

  • 24

  • 25

  • 26

    C

    or

  • 27

  • 28

  • 29

  • 30

  • 31

  • 32

  • 33

  • 34

  • 35

  • 36

  • 37

  • 38

  • 39

  • 40

    Indene synthesis:

    cyclopropanation:

  • 41

  • 42

  • 43

    oxidation/cyclization/migration

  • 44

  • 45

  • 46

  • 47

    )

  • 48

  • 49

  • 50

  • 51

  • 52

    a)

    b) supported by DFT calculations

  • 53

  • 54

  • 55

  • 56

  • 57

  • 58

    1) more atom-economic and greener oxidants;

    2) a broad range of nucleophiles as trapping partners;

    3) More details of the mechanism;

    4) lowering the catalyst loading

  • 59

  • 60

  • 61

  • 62