Tetrahedron p. 915 - 926 (1998)
Update date:2022-08-05
Topics: Stereoselective synthesis Isomerization Selective Reduction
Cimarelli, Cristina
Palmieri, Gianni
A convenient methodology for the stem selective preparation of 5- alkyliden-6-aminotetrahydro-2-pyranone 4 is reported. The synthesis of 2- pyranone 4 occurs through an unknown isomerization mechanism of the hydroxytetrahydro-2-pyridinone 3 an accessible starting material obtained by mild and selective reduction of the 5-acyltetrahydro-2-pyridinone 2. The isomerization mechanism and the stereoselectivity in the synthesis of 2- pyranone 4 was investigated and rationalized.
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Doi:10.1039/d0sc02559c
(2020)Doi:10.1055/s-1998-1562
(1998)Doi:10.1021/ja01160a083
(1950)Doi:10.1055/s-1998-1617
(1998)Doi:10.1039/a705690g
(1998)Doi:10.1021/acs.inorgchem.9b03633
(2020)