Iriomoteolide 3a
23 November 2009
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12 Comments
A nice bit of metathesis and use of symmetry in this latest CW article, found in this month’s Chemistry World. The original paper is here; also worth reading is a ‘core-synthesis’ by Chada Raji Reddy, which just dropped into Org. Lett.
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Go ketenes!
Why would metathesis of the right side precursor form a 10-membered rather than 11-membered ring? Am I overlooking something?
Off topic: “Na Promoted Aerobic Oxidation of Alcohols to Ketones” was just reported in Tet Lett. Key word: aerobic. The JACS NaH paper is referenced and is clearly the impetus for this work.
It’s a little sad that this tet lett has more real science in it than the execrable JACS comm that preceded it did- though this Tet Lett was from Lin Pu, who (in my mind) is a very good chemist. The reported oxidation by a metal co-catalyst is particularly interesting.
There’s a blatant typo in the abstract. It is negligent and retarded.
I guess I won’t know if they threw carbon tet in there, with other metal chlorides + Na, just for the fun of it.
Entry 11 (Na, 2 eq, Ni, 0.085 eq, under nitrogen, 100% oxidation) is quite in the spirit of the original paper.
check this one out too
http://www.thieme-connect.com/DOI/DOI10.1055/s-0029-1217115
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Are you sure you go to Duke?
Going by his IP address, not by a long shot. spam spam spam spam SPAM SPAM SPAM SPAM et c…
oh god do we need to keep talking about the NaH stuff
oh god its a wolf get in the car no time for punctuation