New results on the triplet photoreactivity of β,γ-unsaturated aldehydes: Diastereoselective synthesis of cyclopropanecarbaldehydes
A comparative study on the triplet photoreactivity of a series of β,γ-unsaturated aldehydes and methyl ketones has been carried out. Aldehydes 14 and 20 were found to undergo the oxa-di-π-methane rearrangement yielding the corresponding cyclopropane carbaldehydes 15 and 21 diastereoselectively. Decarbonylations and 1,3-carbonyl migrations have been observed in some cases, although these reactions do not take place via a Norrish Type I mechanism.
Armesto,Ortiz,Agarrabeitia,Aparicio-Lara
p. 1149 - 1158
(2007/10/03)
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