CH,0,C

Pushing Electrons
4th Edition
ISBN:9781133951889
Author:Weeks, Daniel P.
Publisher:Weeks, Daniel P.
Chapter3: Mechanisms
Section: Chapter Questions
Problem 133EQ
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The endiandric acids comprise a group of unsaturated carboxylic acids
isolated from a tree that grows in the rainforests of eastern Australia.
The methyl esters of endiandric acids D and E have been prepared from
polyene Y by a series of two successive electrocyclic reactions: thermal
ring closure of the conjugated tetraene followed by ring closure of the
resulting conjugated triene. (a) Draw the structures (including
stereochemistry) of the methyl esters of endiandric acids D and E. (b)
The methyl ester of endiandric acid E undergoes an intramolecular [4 +
2] cycloaddition to form the methyl ester of endiandric acid A. Propose a
possible structure for endiandric acid A.

CH,0,C
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