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Holiday time!   

15 August 2009 13,648 views 18 Comments

I’m off to Holland for a week; being given the grand-tour by my girlfriend.  More total synthesis action on my return – starting with Amos Smith’s synthesis of Sorangicin A.  Neat stuff.  However, that post ish not yet rready

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  • BareSterns says:


    • Tot. Syn. says:

      I really, really hoped someone would get that :)

      • milkshake says:

        The add is great but the beer is just a run-of-the-mill Eurolager piss. I once got stuck with a case of Grolsh and I found the best way to drink it is to chill it really good and add some grapefruit juice to it – it sounds barbaric but the resulting quaff is very refreshing on a humid Florida afternoon.

  • milkshake says:

    make sure to stop in Leiden (aka Leyden) – a gorgeous little university town.

  • optional says:

    Why are the dutch the tallest people in the world?

  • ryan says:

    serching for
    “Toujas, Jean-Louis; Jost, Eric; Vaultier, Michel.
    Synthesis of homochiral N-Boc-.beta.-aminoaldehydes
    from N-Boc-.beta.-aminonitriles.
    Bulletin de la Societe Chimique de France (1997), 134(7), 713-717. ”


  • jasdou says:

    I need your big brains. I vaguely recall having recently seen a paper in the ASAP section of some journal (ACS or ACIEE) about a method allowing direct reduction of esters to a methyl group. I’m trying to find it but I can’t. Do anybody know what I’m talking about?

    Was I drunk when I was browsing through the journals?? Thanks

    • TA says:

      As stated in the Tomas Hudlicky’s “The Way of Synthesis”, it is one of those chemical problems in the Prof. Stevens'(remember Stevens rearrangement?) list of unsolved problems which he used to have in 70s…After 50 years it is still not solved, so it is not surprising that you couldn’t find it

    • milkshake says:

      I would search methods using B(C6F5)3 and R3SiH. Please note that these systems require a super-strong Lewis acid, or super strong Bronstedt acid (such as neat TfOH) so there will be severe compatibility limitations on what you can have in your molecule.

      Long time ago I have done a conventional 3-step sequence starting from pyroglutamic acid Me-ester to 5-methyl-2-pyrrolidone, and it worked rather nicely (LiBH4 in THF, then MsCl/Bu4NI/lutidine in MeCN, then Pd-C/H2), I remember it took me less than 2 days to complete on a gram scale.

  • Reverend J says:

    Just read the article in C&EN about the magical NaH oxidation and your live-blogging about it, good work!


  • Thx for this post, I like it.

  • i can munch a lot of grapefruit in a couple of minutes, that is really my favorite fruit `”*

  • Tenerife says:

    i like this one, great article thankss :)

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