Following are the steps in one of the several published syntheses of frontalin, a phero- mone of the western pine beetle. COOEt ÇOOEt COOEt COOEt СООН Но Diethyl malonate OTS cyclizes under conditions (8) ÓH (racemic) (racemic) Frontalin (racemic)

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

Propose a mechanism for the cyclization of the ketodiol from Step 8 to
frontalin.

Following are the steps in one of the several published syntheses of frontalin, a phero-
mone of the western pine beetle.
COOEt
ÇOOEt
COOEt
COOEt
СООН
Но
Diethyl
malonate
OTS
cyclizes under
conditions (8)
ÓH
(racemic)
(racemic)
Frontalin
(racemic)
Transcribed Image Text:Following are the steps in one of the several published syntheses of frontalin, a phero- mone of the western pine beetle. COOEt ÇOOEt COOEt COOEt СООН Но Diethyl malonate OTS cyclizes under conditions (8) ÓH (racemic) (racemic) Frontalin (racemic)
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
Lipids
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.
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