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Chapter 26: Carbon-Carbon Bond-Forming Reactions in Organic Synthesis

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Organic Chemistry
Pages: 1049 - 1075

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55 Questions for Chapter 26: Carbon-Carbon Bond-Forming Reactions in Organic Synthesis

  1. Draw the product of each coupling reaction.

    Found on Page 1051
  2. What reagents are needed to convert 2-methylpropene to each compound? More than one step may be required.

    Found on Page 1061
  3. What product is formed when each alkene is treated with and Zn(Cu)?

    Found on Page 1062
  4. What stereoisomers are formed when trans-hex-3-ene is treated with and Zn(Cu)?

    Found on Page 1062
  5. Draw the products formed when each alkene is treated with Grubbs catalyst.

    Found on Page 1063
  6. What products are formed when cis-pent-2-ene undergoes metathesis? Use this reaction to explain why metathesis of a 1, 2-disubstituted alkene is generally not a practical method for alkene synthesis?

    Found on Page 1064
  7. Draw the product formed from ring-closing metathesis of each compound.

    Found on Page 1066
  8. 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?

    Found on Page 1066
  9. What starting material is needed to synthesize each compound by a ring-closing metathesis reaction?

    Found on Page 1067
  10. 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 .

    Found on Page 1068

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