Journal
TETRAHEDRON
Volume 68, Issue 37, Pages 7581-7585Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.05.096
Keywords
Asymmetric catalysis; Enol ester; Hydrogenation; Rhodium; Phosphoramidite
Categories
Funding
- National Natural Science Foundation of China [21172237, 21121062, 21032007]
- Major Basic Research Development Program of China [2010CB833300]
- Science and Technology Commission of Shanghai Municipality
- Chinese Academy of Sciences
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Rh(I) complexes of a class of modular chiral monodentate phosphoramidites were highly efficient for the asymmetric hydrogenation of enol esters bearing alpha-aryl or alpha-alkyl groups, to afford the corresponding hydrogenation products in high enantioselectivities (87-95% ee) and reactivities (turnover number up to 10,000). These ligands were also shown to be effective in Rh(I)-catalyzed asymmetric hydrogenation of the potassium salt of (E)-3-cyano-5-methylhex-3-enoate, to give the corresponding product (a precursor to CI-1008) with up to 95% ee and complete conversion of substrate. (C) 2012 Elsevier Ltd. All rights reserved.
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