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Chapter 26: Q 8. (page 1049)

What starting materials are needed to prepare each compound using a Heck reaction?

Short Answer

Expert verified

Answer

a.

b.

c.

Step by step solution

01

Heck Reaction

The Heck reaction is a cross-coupling reaction involving a vinyl or aryl halide with an unsaturated compound, catalyzed by palladium (II) acetate(PdOAc2)in the presence of a base such as triethyl amine (Et3N)and triaryl phosphine (Po-tolyl3)to form a highly substituted alkene.

02

Substrates

The following substrates are involved in the given set of reactions:

a.

Starting materials required to prepare a.

b.

Starting materials required to prepare b.

c.

Starting materials required to prepare c.

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Most popular questions from this chapter

What stereoisomers are formed when trans-hex-3-ene is treated withCH2I2 and Zn(Cu)?

In addition to organic halides, alkyl tosylates (R'OTs, Section 9.13) also react with organocuprates ( R2CuLi) to form coupling products R-R'. When 2掳 alkyl tosylates are used as starting materials ( R2CHOTs), inversion of the configuration at a stereogenic center results. Keeping this in mind, draw the product formed when each compound is treated with (CH3)2CuLi.

a.

b.

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

Draw 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: CH2(CO2Et)2, alcohols with less than five carbons, and any needed organic and inorganicreagents.

a.

b.

Draw the product formed from ring-closing metathesis of each compound.

a.

b.
See all solutions

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