Interrupted Polymerization of Acrylates: Sequential Michael-Michael-Dieckmann Cyclizations for Easy, One-Pot, 2 + 2 + 2 Construction of Polyfunctionalized Cyclohexanones

DOI: 10.1021/jo00276a002

Source and publish data:

Journal of Organic Chemistry p. 3514 - 3515 (1989)

Update date:2022-08-05

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Authors:

Posner, Gary H.

Shulman-Roskes, Ellen M.

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Article abstract of DOI:10.1021/jo00276a002

In THF at -78 deg C, lithio enolates of several different acyclic and cyclic carboxylate esters react cleanly with 2 equiv of an acrylate ester via a Michael-Michael-Dieckmann cyclization sequence to form polyfunctionalized cyclohexanones in 45-72percent overall yields; this process represents useful, controlled interruptions of polymerization reactions.

Full text of DOI:10.1021/jo00276a002

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