Chapter 26: Q 40. (page 1072)
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.
Short Answer
Answer
Synthesis of compound A
Chapter 26: Q 40. (page 1072)
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.
Answer
Synthesis of compound A
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Get started for freeDraw a stepwise mechanism for the following reaction.
Draw the structure of the two products of molecular formula formed when M is treated with Grubbs catalyst under high-dilution conditions.
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.
In addition to organic halides, alkyl tosylates (R'OTs, Section 9.13) also react with organocuprates ( ) to form coupling products R-R'. When 2° alkyl tosylates are used as starting materials ( ), inversion of the configuration at a stereogenic center results. Keeping this in mind, draw the product formed when each compound is treated with .
a.
b.
What product is formed by ring-closing metathesis of each compound?
a.
b.
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