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Treatment of N-(2,6-dimethyl-4-oxopyridin-l -yl) -pyridinium, -quinolinium, and -isoquinolinium salts with trialkyl phosphites in the presence of sodium iodide gives regiospecifically dihydro-intermediates, which may be decomposed in good yields to dialkyl pyridin-4-yl-, quinolin-4-yl-, and isoquinolin-1 -yl-phosphonates respectively. The reaction may also be carried out in one step without isolating the dihydro-intermediate.

reported herein gave spectral data in full accord with the assigned structures. New compounds which were sufficiently stable to allow for full characterization gave satisfactory elemental analyses and/or molecular weight measurements (high resolution mass spectrometry). 17) G. H. Posner, D. J. Brunelle, L. Sinoway, Synthesis 1974, 662. (81 In the case of [(6a)-(6d)], silyl enol ether formation was highly regioselective [exclusive or nearly exclusive formation of (70)-(7d)].-When lithium 2.2.6.6-tetramethylpiperidide was used as a base in the place of lithium diisopropylamide, (10) was formed as the major product.191 For studies related to the thermal rearrangement of methylene(viny1)cyclopropane systems, see also W E.