Chapter 28. The Intramolecular Diels-Alder Reaction in Organic Synthesis

作者: Robert G. Carlson

DOI: 10.1016/S0065-7743(08)61450-5

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摘要: Publisher Summary This chapter discusses the importance of intramolecular Diels–Alder reaction in organic synthesis. The [4+2]cycloaddition long known to chemists as is among most powerful many synthetic tools for synthesis complex molecules. Its ability produce with high stereoselectivity, good yield, and a predictable manner single stereoisomer containing several chiral centers almost unique reactions. Two novel approaches sesquiterpene seychellene have been based upon utilization key step generation tricyclic carbon skeleton. In first approach, strategy involved preparation intermediate by cyclization cyclohexadienone. required cyclohexadienone was prepared steps mixture diastereomers from 2,3-dimethylcyclohexenone generated situ an amine oxide pyrolysis. α- β-himalchenes that uses establishing proper skeleton also elaborated chapter.

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