16356-02-8Relevant articles and documents
Syntheses of Denudatine Diterpenoid Alkaloids: Cochlearenine, N-Ethyl-1α-hydroxy-17-veratroyldictyzine, and Paniculamine
Kou, Kevin G. M.,Li, Beryl X.,Lee, Jack C.,Gallego, Gary M.,Lebold, Terry P.,Dipasquale, Antonio G.,Sarpong, Richmond
, p. 10830 - 10833 (2016)
The denudatine-type diterpenoid alkaloids cochlearenine, N-ethyl-1α-hydroxy-17-veratroyldictyzine, and paniculamine have been synthesized for the first time (25, 26, and 26 steps from 16, respectively). These syntheses take advantage of a common intermediate (8) that we have previously employed in preparing aconitine-type natural products. The syntheses reported herein complete the realization of a unified strategy for the preparation of C20, C19, and C18 diterpenoid alkaloids.
Iridium complex-catalyzed reaction of 1,6-enynes: Cycloaddition and cycloisomerization
Kezuka, Satoko,Okado, Toshiaki,Niou, Eri,Takeuchi, Ryo
, p. 1711 - 1714 (2007/10/03)
(Chemical Equation Presented) 1,6-Enynes reacted with monoynes to give cyclohexadiene derivatives in the presence of a catalytic amount of [lr(cod)Cl]2/ligand. DPPE was most suitable for cycloaddition. Diastereoselective cycloaddition was also possible. In the absence of monoynes, 1,6-enynes cycloisomerized to (Z)-1-alkylidene-2-methylenecyclopentane derivatives. DPPF was most suitable for cycloisomerization. These results are the first examples of highly Z-selective cycloisomerization.
The synthesis and Diels-Alder reactions of (E)- and (Z)-1-methoxy-3-(phenylsulfinyl)buta-1,3-dienes
Adams, Harry,Anderson, James C.,Bell, Richard,Jones, D. Neville,Peel, Michael R.,Tomkinson, Nicholas C. O.
, p. 3967 - 3973 (2007/10/03)
The mild and efficient generation of benzenesulfenic acid by the thermolysis of ethyl 2-ethoxycarbonyl-3-(phenylsulfmyl)butanoate 8 in refluxing dichloromethane, and its in situ trapping with (E)- and (Z)-1-methoxybut-2-en-3-yne to form (E)-1-methoxy-3-(p