4.7 Article

Enantioselective Michael Addition of Malonates to Chalcone Derivatives Catalyzed by Dipeptide-derived Multifunctional Phosphonium Salts

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 20, Pages 9973-9982

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b01752

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Funding

  1. Chinese Academy of Sciences [XDB 20020100]
  2. National Natural Science Foundation of China [21272247, 21572247, 21290184]

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Highly enantioselective Michael addition of malonates to enones catalyzed by dipeptide-derived multifunctional phosphonium salts has been developed. The newly established catalytic system was characterized with its wide substrate scope featured with aliphatic aldehyde-derived enones and substituted malonates. The gram scale-up synthesis of adducts can also be successfully achieved under optimal conditions with both excellent yield and enantioselectivity.

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