4.7 Article

Enantioselective Synthesis of Chiral β-Aryloxy Alcohols by Asymmetric Hydrogenation of α-Aryloxy Aldehydes via Dynamic Kinetic Resolution

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 351, Issue 3, Pages 363-366

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200800634

Keywords

aldehydes; beta-aryloxy primary alcohols; asymmetric catalysis; dynamic kinetic resolution; ruthenium

Funding

  1. National Natural Science Foundation of China [20532010, 20572049, 20721062]
  2. Major Basic Research Development program [2006CB806106]
  3. Ministry of Education of China [B06005]
  4. Merck Research Laboratories

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A catalytic enantioselective hydrogenation of racemic alpha-aryloxy aldehydes via dynamic kinetic resolution has been developed by using (diamine)(spirodiphosphine)ruthenium(II) chloride [RuCl2(SDPs)(diamine)] catalysts. Employing this new reaction system a variety of optically active beta-aryloxy primary alcohols were synthesized in high yields and moderate to good enantioselectivities.

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