4.8 Article

Highly Enantioselective Direct Alkylation of Arylacetic Acids with Chiral Lithium Amides as Traceless Auxiliaries

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 133, 期 31, 页码 11936-11939

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AMER CHEMICAL SOC
DOI: 10.1021/ja205107x

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资金

  1. National Institutes of Health National Institute of General Medical Sciences [R01 GM077379]
  2. Tobacco-Related Disease Research Program
  3. Direct For Mathematical & Physical Scien [0840521] Funding Source: National Science Foundation
  4. Division Of Chemistry [0840521] Funding Source: National Science Foundation

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A direct, highly enantioselective alkylation of arylacetic acids via enediolates using a readily available chiral lithium amide as a stereodirecting reagent has been developed. This approach circumvents the traditional attachment and removal of chiral auxiliaries used currently for this type of transformation. The protocol is operationally simple, and the chiral reagent is readily recoverable.

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