Chapter 26: Q 20. (page 1068)
Draw the products formed in each reaction.
a.
b.
c.
d.
e.
f.
g.
h.
Short Answer
Answer
a.
b.
c.
d.
e.
f.
g.
h.
Chapter 26: Q 20. (page 1068)
Draw the products formed in each reaction.
a.
b.
c.
d.
e.
f.
g.
h.
Answer
a.
b.
c.
d.
e.
f.
g.
h.
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Get started for freeDraw the product formed from the ring-closing metathesis of each compound. Then, devisea synthesis of each metathesis starting material using any of the following compounds: , alcohols with less than five carbons, and any needed organic and inorganicreagents.
a.
b.
Many variations of ring-closing metathesis have now been reported. Tandem ring-opening– ring-closing metathesis can occur with cyclic alkenes that contain two additional carbon– carbon double bonds. In this reaction, the cycloalkene is cleaved, and two new rings are formed. [1] What compounds are formed in this tandem reaction with the following substrates? [2] Devise a synthesis of the substrate in part (b) that uses a Diels–Alder reaction with diethyl maleate as the dienophile.
a.
b.
What steps are needed to convert but-1-ene to octane role="math" localid="1649049664153" using a coupling reaction with an organocuprate reagent? All carbon atoms in octane must come from but-1-ene.
The reaction of cyclohexene with iodo-benzene under Heck conditions forms E, a coupling product with the new phenyl group on the allylic carbon, but none of the “expected” coupling product F with the phenyl group bonded directly to the carbon–carbon double bond.
a. Draw a stepwise mechanism that illustrates how E is formed.
b. Step [2] in Mechanism 26.2 proceeds with syn addition of Pd and R' to the double bond.What does the formation of E suggest about the stereochemistry of the elimination reaction depicted in Step [3] of Mechanism 26.2?
Devise a synthesis of each of the following compounds. Besides inorganic reagents, you may use hydrocarbons and halides having C’s, and as starting materials. Each synthesis must use at least one of the carbon–carbon bond-forming reactions in this chapter.
b.
c.
d.
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