Journal of Organic Chemistry p. 2815 - 2818 (1985)
Update date:2022-08-04
Topics:
Mattay, Jochen
Runsink, Jan
The ketene acetal 2 undergoes thermally noncatalyzed additions to various 1,2-diketones under formation of <1:1>- and <1:2>-adducts.Only with biacetyl 1a could an oxetane, 3, be isolated whereas mainly substituted 6-oxo-2,4-hexadienoic acid ethyl esters 6 and 7 are formed with aromatic 1,2-diketones.The regioselectivities and the product ratios are discussed in terms of a mechanism via zwitterionic intermediates.
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