Dihydro-1, 3-oxazines. XV. Two-carbon homologation of alkyl halides to aldehydes using a novel ketene N, O-acetal

AI Meyers, N Nazarenko

Index: Meyers,A.I.; Nazarenko,N. Journal of the American Chemical Society, 1972 , vol. 94, p. 3243 - 3245

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Abstract

1 2 ultimately to aldehydes by acidic cleavage. Although many examples were provided to demonstrate the utility of this sequence,? it still suffers from several disadvantages:(a) successive low-temperature steps are required for the formation of 2 and 3,(b) the use of alkyllithium reagents which are not universally available, and (c) isolation of 2 and 3 which results in loss of material and time.