Final Synthetic Transformations

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35 Terms

1
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1) Hg(OAc)2, H2O, THF 2) NaBH4

2
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1) BH3, THF 2) H2O2, NaOH, H2O

3
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HBr, ROOR, heat/light

4
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HX, cold/dark

5
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Br2

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MCPBA

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1) strong base 2) dilute acid

8
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H+, HOR

9
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Br2, HOR

10
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1) BH3, THF 2) H2O2, NaOH, H2O

11
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H2, Pt0 or Pd0

12
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H2, Pt or Pd metal

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H2, Ni2B or lindlar catalyst

14
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Na0, NH3

15
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PCC

16
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KMnO4 or Na2CrO7/acid/water or CrO3/acid/water or PCC

17
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KMnO4 or Na2CrO7/acid/water or CrO3/acid/water

18
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1) OsO4 2) H2O2, NaHSO3

19
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1) ozone 2) Zn, acetic acid

20
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1) KMnO4 2) H3O/H2O

21
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HX (excess), dark/cold

22
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X2 (excess)

23
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H2O, H2SO4, HgSO4

24
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1) BH3, THF 2) H2O2, NaOH, H2O

25
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NaNH2

26
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H2O, H2SO4

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HX

28
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SOCl2 or PBr3

29
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Nucleophile

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NaOH or KOH

31
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NaOR

32
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NaNH2, RCH2LG

33
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Weak base, ethanol, heat

34
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Cl2, light

35
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Br2, light