Journal
JOURNAL OF CATALYSIS
Volume 238, Issue 2, Pages 441-448Publisher
ACADEMIC PRESS INC ELSEVIER SCIENCE
DOI: 10.1016/j.jcat.2006.01.004
Keywords
chiral hydrogenation; Pd catalysts; isophorone; proline; support effect; secondary kinetic resolution
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A highly effective asymmetric heterogeneous catalytic hydrogenation of isophorone (3,5,5-trimethyl-2-cyclohexenone) by proline-modified base-supported Pd catalysts is described. Effective combination of enhanced proline adsorption and secondary kinetic resolution resulted in very high enantioselectivities (ee up to 99%). Using (S)- and (R)-proline enantiomers as chiral auxiliaries, both enantiomers of the product were obtained with excellent optical yields. (c) 2006 Elsevier Inc. All rights reserved.
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