***** NH₂ (a) HIO4 (b) HS Na*, H₂O (c) CH3O'Na*, CH₂OH (d) NaCN OH From the choices provided below, list the reagent(s) in order that will yield the transformation shown above. List your answer as a series of letters in the order the reagents are used (with no commas separating them). No more than four steps are required for this synthesis. Use the minimum number of steps possible. Reagents may be used more than once in subsequent steps. Ex. "dop" corresponds to: 1. NaCN 2. NaOH 3. PCC NOTE: The order in which you list your letters matters! CH3CH₂S Na* (i) (i) (e) (f) Br₂, CCl4 (9) H₂O (h) H₂/Pd (k) (1) H₂SO4, H₂O HBr, heat RCO3H NH3 (m) NBS, hv (n) OsO4, H₂O2 (0) NaOH (P) PCC

***** NH₂ (a) HIO4 (b) HS Na, H₂O (c) CH3O'Na, CH₂OH (d) NaCN OH From the choices provided below, list the reagent(s) in order that will yield the transformation shown above. List your answer as a series of letters in the order the reagents are used (with no commas separating them). No more than four steps are required for this synthesis. Use the minimum number of steps possible. Reagents may be used more than once in subsequent steps. Ex. "dop" corresponds to: 1. NaCN 2. NaOH 3. PCC NOTE: The order in which you list your letters matters! CH3CH₂S Na* (i) (i) (e) (f) Br₂, CCl4 (9) H₂O (h) H₂/Pd (k) (1) H₂SO4, H₂O HBr, heat RCO3H NH3 (m) NBS, hv (n) OsO4, H₂O2 (0) NaOH (P) PCC

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter24: Catalytic Carbon-carbon Bond Formation

Section: Chapter Questions

Problem 24.9P

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