Aminimide Synthesis Using Concerted Amination Reactions of Alkenes: Scope and Mechanistic Information

Autor:	Michael Raymond, Nicolas Das Neves, Jasper A. M. Quartus, Francis Loiseau, André M. Beauchemin, Ryan A. Ivanovich
Rok vydání:	2019
Předmět:	010405 organic chemistry Chemistry Organic Chemistry Reactive intermediate Hydroamination 010402 general chemistry 01 natural sciences Combinatorial chemistry Amination 0104 chemical sciences
Zdroj:	The Journal of Organic Chemistry. 84:9792-9800
ISSN:	1520-6904 0022-3263
DOI:	10.1021/acs.joc.9b01259
Popis:	Aminimides are key intermediates in the thermal cycloadditions of suitable alkenyl-hydrazine derivatives. Substrate modifications (β-N,N-dialkyl) allowed the isolation of these reactive intermediates, and the analysis of their stereochemistry provided support for concerted (Cope-type) hydroamination and concerted [3 + 2] aminocarbonylation reaction pathways. This work also establishes the applicability of these approaches to form complex aminimides in moderate to excellent yields.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::fc1b8fb8f1470b7a0ec71a35f706a7ec https://doi.org/10.1021/acs.joc.9b01259 Zobrazit plný text záznamu