Columbia
CHEM C3046 -
Practice problem
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Answer Key for Problem Set 1 1. CCHNaNH2NH3(l), 33oCCC:O1.2. H3O+OHOHunder harshacid conditions 2. BrOH1 eq BuLiEt2OBrOLi1 eq BuLiEt2OLiOLiO1.2. NH4Cl OHOH(extra credit for the right stereochemistry) 3. NCIEt2CuLiTHF, 0oCNCEt 4. CH2I2Zn-Cu5. CHBr3OH-BrBr(CH3)2CuLiEt2O 6. a) BrH2-Cu2Br-CuHH b) 2-Cu2Br-BrCu 7. HO2CuCNLi2THF, 0oC HOH8. TBAFOHHH+ 1 eq BuLiHLiBr+ 1 eq BuLiLiOSiEt3BrOSiEt3H2, Pd/CaCO3quinolineOSiEt3OSiEt3CH2I2, Zn-CuTBAFOHOSiEt3NaNH3OSiEt3CH2I2, Zn-CuOSiEt39. a) HH+ 1 eq BuLiHLiHLiOMeO+MeOOHH b) O OCH3Li+HO c) MgBr+I+ 10. Br2CuCNLi21.2. CH2I2, Zn-CuBr2CuCNLi22. CH2I2,
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