Chapter 26: Q 11 (page 1062)
What product is formed when each alkene is treated with and Zn(Cu)?
a.

b.

c.

Short Answer
Answer
a.

b.

c.

Chapter 26: Q 11 (page 1062)
What product is formed when each alkene is treated with and Zn(Cu)?
a.

b.

c.

Answer
a.

b.

c.

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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 reagents are needed to convert 2-methylpropene to each compound? More than one step may be required.
a.

b.

c.

Bi-aryls, compounds containing two aromatic rings joined by a C-C bond, can often be efficiently made by two different Suzuki couplings; that is, either aromatic ring can be used to form the organoborane needed for coupling. In some cases, however, only one route is possible. With this in mind, synthesize each of the following bi-aryls using benzene as the starting material for each aromatic ring. When more than one route is possible, draw both of them. You may use any required organic or inorganic reagents.

What reagents are needed to carry out transformations [1]–[3] in the synthesis of aldehyde A? A can be converted to the antitumor agent maytansine in several steps.

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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