1999
DOI: 10.1021/jo990956w
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Dynamic Kinetic Resolution of Acyclic Allylic Acetates Using Lipase and Palladium

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Cited by 80 publications
(29 citation statements)
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“…The addition of organic solvents such as acetone and methanol to improve the solubility of 7 b did not improve the reaction. Instead, a method developed by Kim and co-workers [18] was employed in which CALB is used to catalyze the transesterification of 7 b in an organic solvent. Kim and co-workers [18] used THF as the solvent, whereas we found that toluene gave the best result.…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…The addition of organic solvents such as acetone and methanol to improve the solubility of 7 b did not improve the reaction. Instead, a method developed by Kim and co-workers [18] was employed in which CALB is used to catalyze the transesterification of 7 b in an organic solvent. Kim and co-workers [18] used THF as the solvent, whereas we found that toluene gave the best result.…”
Section: Resultsmentioning
confidence: 99%
“…Instead, a method developed by Kim and co-workers [18] was employed in which CALB is used to catalyze the transesterification of 7 b in an organic solvent. Kim and co-workers [18] used THF as the solvent, whereas we found that toluene gave the best result. Also, the loading of CALB could be decreased from 377 to only 25 mg mmol À1 .…”
Section: Resultsmentioning
confidence: 99%
“…For the dynamic kinetic resolution of allylic substrates, both ruthenium 31 and palladium complexes 32 On the basis of these latter data, we run the hydrolysis of (±)-7 in the presence of 5% PdCl 2 (PhCH 2 CN) 2 . The result was disappointing, as the racemic substrate was converted, under these conditions into (S)-(+)-7 but with a modest 69% ee (Table 4).…”
Section: Resultsmentioning
confidence: 99%
“…Kim and co-workers [93] have carried out the DKR of acyclic substrates employing Pd(0) based racemization catalyst along with the lipase-catalyzed transesterification (Scheme 27).…”
Section: Enzyme-metal Combinations In Dynamic Kinetic Resolutions: Apmentioning
confidence: 99%