An efficient protocol for the oxidative hydrolysis of ketone SAMP hydrazones employing SeO2 and H2O2 under buffered (pH 7) conditions
An effective oxidative protocol for the liberation of ketones from SAMP hydrazones employing peroxyselenous acid under aqueous buffered conditions (pH 7) has been developed. The procedure proceeds without epimerization of adjacent stereocenters or dehydration, in representative SAMP alkylation and aldol reaction adducts, respectively.
Smith III, Amos B.,Liu, Zhuqing,Simov, Vladimir
experimental part
p. 3131 - 3134
(2010/03/24)
The Total Synthesis of (+)-Eremophilenolide
Naturally occuring (+)-Eremophilenolide was synthesized in 7percent overall yield from cyclohexenone (with optical yield of 89percent) The key step in the synthetic scheme was the enantiooselective alkylation of cyclohexenone followed by the construction of the cis A/B-ring system via butenylcyclohexenol annulation and of the 2-furanone unit via the α-epoxyketone - ynamine reaction.
Pennanen, S. I.
p. 555 - 558
(2007/10/02)
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