Chapter 26: Q 16. (page 1066)
What product is formed by ring-closing metathesis of compound V, a key intermediate in the synthesis of ingenol, a natural product mentioned in the chapter opener?
Short Answer
Answer
Chapter 26: Q 16. (page 1066)
What product is formed by ring-closing metathesis of compound V, a key intermediate in the synthesis of ingenol, a natural product mentioned in the chapter opener?
Answer
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Get started for freeWhat steps are needed to convert but-1-ene \((C{H_3}C{H_2}CH = C{H_2})\) to octane \((C{H_3}{(C{H_2})_6}C{H_3})\)using a coupling reaction with an organocuprate reagent? All carbon atoms in octane mustcome from but-1-ene.
Draw the coupling product formed when each pair of compounds is treated with , , and .
Devise a synthesis of diene A from (Z)-2-bromostyrene as the only organic starting material. Use a Suzuki reaction in one step of the synthesis.
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 โexpectedโ coupling product F with the phenyl group bonded directly to the carbonโcarbon 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 the given trans vinylborane, which can be used for bombykol synthesis (Figure 26.1). All of the carbon atoms in the vinylborane must come from acetylene, nonane-1,9-diol, and catecholborane.
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