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This manuscript describes a protocol to form these intermediates through hydride abstractions of easily accessible allylic carbamates, amides, and sulfonamides that avoids the reversibility that is possible in classical condensation\u2010based routes. These intermediates are used in the preparation of a range of nitrogen\u2010containing heterocycles, and in many cases high levels of stereocontrol are observed. Specifically areas of investigation include the impact of chemical structure on oxidation efficiency, the geometry of the intermediate iminium ions, the impact of a substrate stereocenter on stereocontrol, and an examination of transition state geometry.<\/jats:p>","DOI":"10.1002\/chem.202302977","type":"journal-article","created":{"date-parts":[[2023,10,5]],"date-time":"2023-10-05T15:51:38Z","timestamp":1696521098000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Nitrogen Heterocycle Synthesis through Hydride Abstraction of Acyclic Carbamates and Related Species: Scope, Mechanism, Stereoselectivity, and Product Conformation Studies"],"prefix":"10.1002","volume":"29","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-1256-8109","authenticated-orcid":false,"given":"Jenna L.","family":"Miller","sequence":"first","affiliation":[{"name":"Department of Chemistry University of Pittsburgh  Pittsburgh Pennsylvania 15260 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