(a) Provide reagents for the following transformation. No mechanism is required. NH2 (b) Suggest structures for A and B, and provide detailed mechanisms for their formation.

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
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.49P: (R)-Pulegone, readily available from pennyroyal oil, is an important enantiopure building block for...
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Answer ALL parts.
(a)
Provide reagents for the following transformation. No mechanism is
required.
NH2
(b)
Suggest structures for A and B, and provide detailed mechanisms for their
formation.
1. CI
он
NaOH (2eq)
A
ACONA/ACOH
B
2. H3O*
heat
(c)
Provide a detailed mechanism for the following transformation and
suggest a chemical structure for C. All reagents are added together and
no additional acid or base is needed.
MENH2
COME
C9H13NO2
lo
(d)
Suggest a retrosynthetic analysis for the following molecule, and outline a
synthetic route, specifying reagents. No mechanisms are required.
3.
Transcribed Image Text:Answer ALL parts. (a) Provide reagents for the following transformation. No mechanism is required. NH2 (b) Suggest structures for A and B, and provide detailed mechanisms for their formation. 1. CI он NaOH (2eq) A ACONA/ACOH B 2. H3O* heat (c) Provide a detailed mechanism for the following transformation and suggest a chemical structure for C. All reagents are added together and no additional acid or base is needed. MENH2 COME C9H13NO2 lo (d) Suggest a retrosynthetic analysis for the following molecule, and outline a synthetic route, specifying reagents. No mechanisms are required. 3.
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