Abstract
Organocatalytic domino double Michael reactions of ethyl (E )-7-oxohept-2-enoate and α,β-unsaturated
aldehydes provided ethyl 2-(2,4-diformyl-3-phenylcyclohexyl)acetate
with excellent diastereoselectivities (>20:1 dr) and enantioselectivities (>99% ee).
The adducts were further transformed to octahydro-3H -2-benzopyran-3-ones,
octahydroisoquinolin-3(2H )-ones, and decahydro-5H -oxazolo[2,3-a ]isoquinolin-5-ones.
Key words
Michael addition - aldehydes - organocatalysis - aldol reaction - quinolines
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