Iridium-Catalyzed Asymmetric Umpolung Allylation of N-Fluor­enyl Imines to Prepare 1,4-Disubstituted Homoallylic Amines

Autor:	Jie Liu, Lan Tian, Li-Qiang Wan, Dawen Niu
Rok vydání:	2017
Předmět:	Allylic rearrangement 010405 organic chemistry Organic Chemistry Imine chemistry.chemical_element 010402 general chemistry DISCOVERY -3 01 natural sciences 0104 chemical sciences Catalysis Umpolung chemistry.chemical_compound chemistry Organic chemistry Iridium
Zdroj:	Synlett. 28:2051-2056
ISSN:	1437-2096 0936-5214
DOI:	10.1055/s-0036-1588514
Popis:	The discovery and development of an Ir-catalyzed asymmetric umpolung allylation of imines is discussed here. This method produces 1,4-disubstituted homoallylic amines, a class of compounds that are difficult to access by conventional methods. This reaction proceeds through a sequence involving an allylation and a 2-aza-Cope rearrangement event. The unique mechanistic feature of this reaction could be the reason for its broad substrate scope. The products of this reaction are useful intermediates for various bioactive and natural products. Besides its immediate synthetic utility, we expect this transformation to inspire the development of other umpolung functionalizations of imines and Ir-catalyzed asymmetric allylic substitution (AAS) reactions.1 Introduction2 Reaction Discovery3 Substrate Scope4 Conclusion
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::8afd1f78f70babb8a1217cadaf11bc61 https://doi.org/10.1055/s-0036-1588514 Zobrazit plný text záznamu