Efficient Simmons–Smith cyclopropanation with Zn/Cu and CH<sub>2</sub>I<sub>2</sub>

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説明

<jats:p>An appropriate solvent to perform the original Simmons–Smith reaction was reinvestigated. Among available solvents, cyclopentyl methyl ether (CPME), a recently commercialized ethereal solvent, was found to be the best so far. Compared with Et<jats:sub>2</jats:sub>O under reflux – the commonest conditions – reaction completion in CPME at 50 °C was about 10 times faster. The product yields and selectivities were mostly identical to those with Et<jats:sub>2</jats:sub>O, but were better in some cases; e.g. 13–56% with 2‐cyclohexenol. The good performance of CPME should be mainly due to its moderate polarity and high boiling point. Copyright © 2012 John Wiley & Sons, Ltd.</jats:p>

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詳細情報 詳細情報について

  • CRID
    1873116917522888832
  • DOI
    10.1002/aoc.2935
  • ISSN
    10990739
    02682605
  • データソース種別
    • OpenAIRE

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