Pyrolysis and UV photoelectron spectroscopy of bicyclo[3.2.0]hept-6-en-2-one; preparation and detection of cyclohepta-2(Z),4(E)-dien-1-one
Flash vacuum pyrolysis of bicyclo[3.2.0]hept-6-en-2-one (1) in the source chamber of a UV photoelectron (PE) spectrometer using a CW CO2 laser as a directed heat source facilitated an electrocyclic ring expansion to yield the transient species
Synthetic studies on the ingenane diterpenes. An improved entry into a trans-intrabridgehead system.
[reaction: see text] The efficient construction of an ingenol intermediate exhibiting insideminus signoutside intrabridgehead stereochemistry is reported. The sequence features the net conversion of a cis-intrabridgehead compound into a highly strained trans-species via palladium-mediated isomerization of an allylic epoxide followed by a low-temperature alkoxide-accelerated 1,5-hydrogen migration.
Rigby, James H,Bazin, Berangere,Meyer, J Hoyt,Mohammadi, Farahnaz
p. 799 - 801
(2007/10/03)
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