4.5 Article

Preparation of Chiral Multifunctional Thiourea-Phosphanes and Synthesis of Chiral Allylic Phosphites and Phosphane Oxides through Asymmetric Allylic Substitution Reactions of Morita-Baylis-Hillman Carbonates

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2012, Issue 1, Pages 183-187

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201101365

Keywords

Organocatalysis; Asymmetric catalysis; Allylic compounds; Amines

Funding

  1. Shanghai Municipal Committee of Science and Technology [08dj1400100-2]
  2. National Basic Research Program of China [(973)-2010CB833302]
  3. National Natural Science Foundation of China [21072206, 20472096, 20872162, 20672127, 20821002, 20732008]

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We developed a synthetic method to prepare chiral multifunctional thiourea-phosphane catalysts for the asymmetric allylic substitution reaction of Morita-Baylis-Hillman carbonates with diphenyl phosphite or diphenylphosphane oxide to give allylic phosphites and allylic phosphane oxides in high yields with excellent enantioselectivity.

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