[3+3]-Annulation of Cyclic Nitronates with Vinyl Diazoacetates: Diastereoselective Synthesis of Partially Saturated [1,2]Oxazino[2,3-<i>b</i>][1,2]oxazines and Their Base-Promoted Ring Contraction to Pyrrolo[1,2-<i>b</i>][1,2]oxazine Derivatives

[3+3]-Annulation of Cyclic Nitronates with Vinyl Diazoacetates: Diastereoselective Synthesis of Partially Saturated [1,2]Oxazino[2,3-<i>b</i>][1,2]oxazines and Their Base-Promoted Ring Contraction to Pyrrolo[1,2-<i>b</i>][1,2]oxazine Derivatives

A rhodium(II)-catalyzed reaction of cyclic nitronates (5,6-dihydro-4<i>H</i>-1,2-oxazine <i>N</i>-oxides) with vinyl diazoacetates proceeds as a [3+3]-annulation producing bicyclic unsaturated nitroso acetals (4a,5,6,7-tetrahydro-2<i>H</i>-[1,2]oxazino[2,3-<i&g...

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Bibliographic Details
Main Authors: Yulia A. Antonova, Yulia V. Nelyubina, Sema L. Ioffe, Andrey A. Tabolin
Format: Article
Language:English
Published: MDPI AG 2023-03-01
Series:Molecules
Subjects:
[3+3]-annulation
diazo compounds
nitronates
1,2-oxazines
pyrroles
rhodium carbenoids
Online Access:https://www.mdpi.com/1420-3049/28/7/3025

Internet

https://www.mdpi.com/1420-3049/28/7/3025

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