Chapter 26: Q19P (page 1049)
What product is formed by ring-closing metathesis of each compound?
a.
b.
Short Answer
a.
b.
Chapter 26: Q19P (page 1049)
What product is formed by ring-closing metathesis of each compound?
a.
b.
a.
b.
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Get started for freeIdentify X, an intermediate that was converted to eletriptan (trade name Relpax), a drug used to treat migraines.
One step in the synthesis of the nonsteroidal anti-inflammatory drug rofecoxib (trade name Vioxx) involves Suzuki coupling of A and B. What product is formed in this reaction?
Devise a synthesis of each compound using a Heck reaction as one step. You may use benzene, , organic alcohols having two carbons or fewer and any required inorganic reagents.
a.
b.
Sulfur ylides, like the phosphorus ylides of Chapter 21, are useful intermediates in organic synthesis. Methyl trans-chrysanthemate, an intermediate in the synthesis of the insecticide pyrethrin I (Section 26.4), can be prepared from diene A and a sulfur ylide. Draw a stepwise mechanism for this reaction.
Metathesis reactions can be carried out with two different alkene substrates in one reaction mixture. Depending on the substitution pattern around the C=C, the reaction may lead to one major product or a mixture of many products. For each pair of alkene substrates, draw all metathesis products formed. (Disregard any starting materials that may also be present at equilibrium.) With reference to the three examples, discuss when alkene metathesis with two different alkenes is a synthetically useful reaction.
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