tag:blogger.com,1999:blog-6010505890506526002.post603010185697299724..comments2024-03-29T03:15:16.064-04:00Comments on Just Like Cooking: Oxidase Toolkit: C-H AzidationSee Arr Ohhttp://www.blogger.com/profile/09464185815368499346noreply@blogger.comBlogger11125tag:blogger.com,1999:blog-6010505890506526002.post-59021245729681895042015-02-07T16:33:56.223-05:002015-02-07T16:33:56.223-05:00If you want to put it politely, sure. If you want to put it politely, sure. (Not the OP)noreply@blogger.comtag:blogger.com,1999:blog-6010505890506526002.post-38976290553638195032015-02-07T02:35:26.164-05:002015-02-07T02:35:26.164-05:00not to put words in your mouth - was it by chance ...not to put words in your mouth - was it by chance "nasty, brutish and short" ?milkshakenhttp://orgprepdaily.wordpress.comnoreply@blogger.comtag:blogger.com,1999:blog-6010505890506526002.post-33878655709986732432015-02-05T14:19:01.744-05:002015-02-05T14:19:01.744-05:00Are we still in the 'at first' stage here?...Are we still in the 'at first' stage here? <br /><br />She's certainly determined. Although there are other words I think of first tbh...(Not the OP)noreply@blogger.comtag:blogger.com,1999:blog-6010505890506526002.post-58772313088777043942015-02-03T21:14:06.032-05:002015-02-03T21:14:06.032-05:00Christina White started working on these Fe+H2O2 s...Christina White started working on these Fe+H2O2 systems as a postdoc in hope of finding a catalyst for asymmetric epoxidation of terminal (monosubstituted) olefins. It was a messy going, because you have a competing Fenton radical chemistry to complicate things. But to her defense, she was always dogged in the pursuit of misery, and some historically productive catalyst systems (salen - ligand based, for example) also looked very discouraging at firstmilkshakehttp://orgprepdaily.wordpress.comnoreply@blogger.comtag:blogger.com,1999:blog-6010505890506526002.post-78861476524601017222015-02-02T07:54:50.365-05:002015-02-02T07:54:50.365-05:00Fixed. Thanks!Fixed. Thanks!See Arr Ohhttps://www.blogger.com/profile/09464185815368499346noreply@blogger.comtag:blogger.com,1999:blog-6010505890506526002.post-16239453746135071092015-02-02T03:04:13.950-05:002015-02-02T03:04:13.950-05:00Why do you call it Togni reagent? Wasn't it fi...Why do you call it Togni reagent? Wasn't it first prepared by Zhdankin?Anonymousnoreply@blogger.comtag:blogger.com,1999:blog-6010505890506526002.post-85653899828179257482015-02-01T16:38:04.691-05:002015-02-01T16:38:04.691-05:00White's catalyst is about as good at enantiose...White's catalyst is about as good at enantioselectivity as it is at... any sort of selectivity. Poor. Anonymousnoreply@blogger.comtag:blogger.com,1999:blog-6010505890506526002.post-58227277549556821582015-01-30T12:22:23.156-05:002015-01-30T12:22:23.156-05:00L-valinol used to make iPr-Pybox is considerably c...L-valinol used to make iPr-Pybox is considerably cheaper than racemic valinol...<br /><br />Aso, free radicals do not have much enantiospecificitymilkshakehttp://orgprepdaily.wordpress.comnoreply@blogger.comtag:blogger.com,1999:blog-6010505890506526002.post-5101544353989730262015-01-30T10:17:11.565-05:002015-01-30T10:17:11.565-05:00Both catalysts for the White and Hartwig reactions...Both catalysts for the White and Hartwig reactions are chiral, but are not used per se for asymmetric reactions. I suppose this fact could result in weird matched and mis-matched cases or even kinetic resolutions if working with racemic substrates. Anybody have experience in this regard?PotStirrernoreply@blogger.comtag:blogger.com,1999:blog-6010505890506526002.post-42097677476690749292015-01-29T12:36:19.231-05:002015-01-29T12:36:19.231-05:00The initial disclosure of the azidoiodinane in the...The initial disclosure of the azidoiodinane in the JACS (1996) by Zhdankin is quite a fascinating read. They report oxidation of cyclohexene by heating the azide reagent to reflux in chlorobenzene (bp 132 C) in the presence of benzoyl peroxide. Brave.BHHhttps://www.blogger.com/profile/17674787259534472941noreply@blogger.comtag:blogger.com,1999:blog-6010505890506526002.post-27582335354851592902015-01-29T10:52:54.625-05:002015-01-29T10:52:54.625-05:00this is a really impressive piece of work. Unlike ...this is a really impressive piece of work. Unlike White catalyst, the preparation of which is painful on multigram scale (photochemical oxidation in the presence of mercury, and also the subsequent purifications), making the iPr-PyBox ligand is trivial, and they use only 11mol% loading of it. With enough substrate-specific re-optimization on large scale, you can probably bring it down to something like 5 mol%. I also like how they get selectivity between different tertiary CH groups. And their azide reduction with NaBH4 + CuSO4 is also lovely.milkshakehttp://orgprepdaily.wordpress.comnoreply@blogger.com