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Beilstein J. Org. Chem. 2023, 19, 66–77, doi:10.3762/bjoc.19.6
Graphical Abstract
Scheme 1: Examples of aza-Nazarov reactions.
Scheme 2: Aza-Nazarov cyclization on gram scale.
Scheme 3: Scope of the aza-Nazarov cyclization with acyclic imines. aThe syntheses of aza-Nazarov products 19b...
Figure 1: X-ray crystal structure of compound 19l.
Scheme 4: Proposed mechanism for the formation of diastereomers 19 and 22.
Scheme 5: Preparation of acyl chloride 23.
Scheme 6: Aza-Nazarov reaction tested using β-TMS-substituted acyl chloride 23.
Scheme 7: Hydrolysis of N-acyliminium intermediates.
Scheme 8: (a) Two possible pathways for the formation of 7 and (b) investigation of the reaction between imin...
Scheme 9: (a) Preparation of acyl chlorides 6ba and 6bb in diastereomerically pure forms, (b) aza-Nazarov cyc...