4.8 Article

Asymmetric Hetero-Diels-Alder Reaction of Danishefsky's Dienes with α-Carbonyl Esters Catalyzed by an Indium(III)-PyBox Complex

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ORGANIC LETTERS
卷 15, 期 12, 页码 2914-2917

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AMER CHEMICAL SOC
DOI: 10.1021/ol400841s

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资金

  1. Jiangsu Government Scholarship
  2. Singapore Ministry of Education Academic Research Funding [MOE2010-T2-2-067, MOE2011-T2-1-013]
  3. National Natural Science Foundation of China [21172165]
  4. Priority Academic Program Development of Jiangsu Higher Education Institutions

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An efficient catalytic enantioselective hetero-Diels-Alder reaction of Danishefsky's dienes with alpha-carbonyl esters using a chiral In(III)-pybox complex has been demonstrated. This protocol offers several advantages, including mild reaction conditions, relatively low catalyst loading, and good to excellent enantioselectivities. Furthermore, the absolute configurations of the new alkynyl-containing products were determined by CD spectra in combination with TD-DFT calculations.

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