Organic Chemistry
Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
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Chapter 14, Problem 48PP

(a)

Interpretation Introduction

Interpretation: The reagents for the overall transformation of the reactionto be predicted.

Concept Introduction:

Useful reagents:

  1. 1. TMSCl : A strong base which abstract the acidic proton and generate alkoxide ion.
  2. 2. TMSCl : Trimethylsilyl chloride is used to protect the alcohol group.
  3. 3. Lindlar’s catalyst: The hydrogenation of alkyne into cis-alkene.
  4. 4. PCC: an oxidizing agent which oxidize the primary alcohol into aldehyde.

(b)

Interpretation Introduction

Interpretation: The reagents for the overall transformation of the reactionto be predicted.

Concept Introduction:

Useful reagents:

  1. 1. TMSCl : A strong base which abstract the acidic proton and generate alkoxide ion.
  2. 2. TMSCl : Trimethylsilyl chloride is used to protect the alcohol group.
  3. 3. Lindlar’s catalyst: The hydrogenation of alkyne into cis-alkene.
  4. 4. PCC: an oxidizing agent which oxidize the primary alcohol into aldehyde.

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