Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5269640 | Tetrahedron Letters | 2010 | 4 Pages |
Abstract
The vinylogous aldol-type addition of a dienolsilyl ether, derived from 2,2,6-trimethyl-4H-1,3-dioxin-4-one, showed to occur with complete γ-selectivity by enolate activation promoted by neutral Lewis bases under solvent-free conditions. Moderate to high yields were obtained with aromatic, hetero-aromatic, and aliphatic aldehydes, as well as activated ketones. Under the same conditions and in the absence of catalyst, the first Mukaiyama-Michael addition of the masked acetoacetate ester to α,β-unsaturated aldehydes took place in satisfactory way.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Arrigo Scettri, Vincenzo De Sio, Rosaria Villano, Patrizia Manzo, Maria Rosaria Acocella,