Periselectivity in the Aza-Diels-Alder Reaction of 1-Azadienes with α-Oxoketenes: A Combined Experimental and Theoretical Study.
Molecules
; 25(20)2020 Oct 20.
Article
en En
| MEDLINE
| ID: mdl-33092017
ABSTRACT
Inversions in the periselectivity of formal aza-Diels-Alder cycloadditions between α-oxoketenes generated by a thermally-induced Wolff rearrangement and 1-azadienes were observed experimentally as a function of the α-oxoketene and the 1-azadiene, as well as the reaction temperature and time. Some unexpected inversion in the diastereoselectivity was observed, too. These variations in selectivities were fully rationalized by computational modeling using density functional theory (DFT) methods.
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MEDLINE
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Etilenos
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Reacción de Cicloadición
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Modelos Teóricos
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En
Año:
2020
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Article