A hetero Diels-Alder reaction is a variation of the Diels-Alder reaction in which one or more of the carbon atoms of the diene and/or the dienophile are replaced by other atoms such as oxygen or nitrogen. With this in mind, propose a mechanism for the following transformation in which an acyclic reactant produces a macrocyclic (containing a large ring) product (Org. Lett. 2001, 3, 723-726). Include lone pairs and charges in your answer. Do not draw out any hydrogen explicitly in your products. Do not use abbreviations such as Me or Ph. 2 Ph Ph- 195°C -Ph Draw any remaining curved arrow(s) to complete the first step of the mechanism.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
icon
Concept explainers
Question
Draw any remaining curved arrows to complete the first step of the mechanism. Please draw the second step as well.
A hetero Diels-Alder reaction is a variation of the Diels-Alder reaction in which one
or more of the carbon atoms of the diene and/or the dienophile are replaced by other
atoms such as oxygen or nitrogen.
With this in mind, propose a mechanism for the following transformation in which an
acyclic reactant produces a macrocyclic (containing a large ring) product (Org. Lett.
2001, 3, 723-726). Include lone pairs and charges in your answer. Do not draw out
any hydrogen explicitly in your products. Do not use abbreviations such as Me or Ph.
2
Ph
Ph
10
195°C
Draw any remaining curved arrow(s) to complete the first step of the mechanism.
PrtScn
F8
-Ph
Home
F9
E
End
hulu
F10
PgUp
F11
4:57 PM
7/12/2023
PgDn
F12
Transcribed Image Text:A hetero Diels-Alder reaction is a variation of the Diels-Alder reaction in which one or more of the carbon atoms of the diene and/or the dienophile are replaced by other atoms such as oxygen or nitrogen. With this in mind, propose a mechanism for the following transformation in which an acyclic reactant produces a macrocyclic (containing a large ring) product (Org. Lett. 2001, 3, 723-726). Include lone pairs and charges in your answer. Do not draw out any hydrogen explicitly in your products. Do not use abbreviations such as Me or Ph. 2 Ph Ph 10 195°C Draw any remaining curved arrow(s) to complete the first step of the mechanism. PrtScn F8 -Ph Home F9 E End hulu F10 PgUp F11 4:57 PM 7/12/2023 PgDn F12
Draw any remaining curved arrow(s) to complete the first step of the mechanism.
D
F7
:0:
PrtScn
F8
:0;
Edit Drawing
Home
0:
F9
-CH₂
-CH₂
O
E
End
hulu
F10
PgUp
4:57 F
7/12/20
PgDn
Transcribed Image Text:Draw any remaining curved arrow(s) to complete the first step of the mechanism. D F7 :0: PrtScn F8 :0; Edit Drawing Home 0: F9 -CH₂ -CH₂ O E End hulu F10 PgUp 4:57 F 7/12/20 PgDn
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 2 images

Blurred answer
Knowledge Booster
IR Spectroscopy of Organic Molecules
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY