کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1323247 | 977275 | 2008 | 7 صفحه PDF | دانلود رایگان |
We describe herein the catalytic asymmetric conjugate reduction of α,β-unsaturated carbonyl compounds using a novel cationic Pd–iPr-DUPHOS complex. In this reaction, EtOH worked well as a solvent and a reducing agent, and the reaction was completed within several hours in most cases to afford the reduced compounds almost quantitatively with modest to good enantioselectivity (up to 72% ee). It was found that the Pd–iPr-DUPHOS complex was more reactive than the previously reported Pd–BINAP complex when molecular sieves 4A was added as an additive. Based on an X-ray structural analysis of [Pd{(S,S)-iPr-duphos}](OTf)2 complex, a working hypothesis of the reaction mechanism is also described.
A catalytic asymmetric conjugate reduction of α,β-unsaturated carbonyl compounds using a novel system consisting of Pd–iPr-DUPHOS complex with molecular sieves 4A is described. In this reaction, EtOH worked well as a solvent and a reducing agent, and the reduced compounds were obtained with up to 72% ee.Figure optionsDownload as PowerPoint slide
Journal: Journal of Organometallic Chemistry - Volume 693, Issue 5, 1 March 2008, Pages 867–873