This question is related to the aldol reaction of carbonyl compounds depicted below. NH₂ NH₂ OH (a) Draw a reaction mechanism for this reaction (b) Identify which of these compounds are chiral and draw the hashed-wedge structures of them around each chiral atom (c) Provide the Cahn-Ingold-Prelog (CIL) identifiers for the chiral compounds identified in

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 24.31P
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This question is related to the aldol reaction of carbonyl compounds depicted below.
NH₂
NH₂
h
OH
(a) Draw a reaction mechanism for this reaction
(b) Identify which of these compounds are chiral and draw the hashed-wedge
structures of them around each chiral atom
(c) Provide the Cahn-Ingold-Prelog (CIL) identifiers for the chiral compounds
identified in
(d) Provide the IUPAC name of each of the three compounds
(e) Compound C can undergo a subsequent reaction to yield the a,ß-unsaturated
product. Draw and name the product of this subsequent reaction
(f) Draw a mechanism for the subsequent reaction to form the a,ß-unsaturated
product
Transcribed Image Text:This question is related to the aldol reaction of carbonyl compounds depicted below. NH₂ NH₂ h OH (a) Draw a reaction mechanism for this reaction (b) Identify which of these compounds are chiral and draw the hashed-wedge structures of them around each chiral atom (c) Provide the Cahn-Ingold-Prelog (CIL) identifiers for the chiral compounds identified in (d) Provide the IUPAC name of each of the three compounds (e) Compound C can undergo a subsequent reaction to yield the a,ß-unsaturated product. Draw and name the product of this subsequent reaction (f) Draw a mechanism for the subsequent reaction to form the a,ß-unsaturated product
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