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Chapter 26: Q 32. (page 1070)

Draw the structure of the two products of molecular formulaC15H26O2 formed when M is treated with Grubbs catalyst under high-dilution conditions.

Short Answer

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Answer

Products

Step by step solution

01

Grubbs catalyst under high-dilution conditions

The Grubbs catalyst results in the formation of an intramolecular metathesis product.

02

Intramolecular ring-metathesis

The terminal C=C bonds of the dialkene compounds react with each other, resulting in the formation of the unsaturated rings.

03

Products of the given reaction

The two products of the given reaction are shown below.

Products

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Most popular questions from this chapter

Although diazomethane ( CH2N2) is often not a useful reagent for preparing cyclopropanes,other diazo compounds give good yields of more complex cyclopropanes. Draw a stepwisemechanism for the conversion of diazo compound A to B, an intermediate in the synthesis ofsirenin, the sperm attractant produced by the female gametes of the water mold Allomyces.

What reagents are needed to convert 2-methylpropene [CH3C=CH2]to each compound? More than one step may be required.

a.

b.

c.

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 diene A from (Z)-2-bromostyrene as the only organic starting material. Use a Suzuki reaction in one step of the synthesis.

Draw the products formed in each reaction.
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