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Journal Article

Catalytic Asymmetric Intramolecular Michael Reaction of Aldehydes

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Hechavarria Fonseca,  Maria T.
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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List,  Benjamin
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Hechavarria Fonseca, M. T., & List, B. (2004). Catalytic Asymmetric Intramolecular Michael Reaction of Aldehydes. Angewandte Chemie International Edition, 43(30), 3958-3960. doi:10.1002/anie.200460578.


Cite as: https://hdl.handle.net/11858/00-001M-0000-0014-A4B4-2
Abstract
Efficient organocatalysis of the intramolecular Michael reaction of formyl enones, such as 1, by an imidazolidinone catalyst leads to the corresponding ketoaldehydes in excellent yields and with high enantioselectivities (see scheme). This reaction can be included as part of a tandem process, as the ketoaldehyde products undergo aldolization readily to give hydrindenones, such as 2. Bn=benzyl, Ms=methanesulfonyl.