Stereoselectivity in the Michael Reaction. II. Stereochemistry of a Heavily Substituted Alkene
The trimethylsilylated primary Michael adduct of tricarbomethoxymethane and 2-bromo-3-oxo-3-phenylpropene-1 is shown by 1H NMR experiments and X-ray diffraction studies to possess the structure Z-2.Attempts to prepare the E isomer via the hydrolysis product of Z-2 resulted in, inter alia, an intramolecular alkylation under decarbomethoxylation to give the cyclopropane ester 4.
Crossland, Ingolf,Bock, Klaus,Norrestam, Rolf
p. 7 - 14
(2007/10/02)
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