Synthesis of W‐Phos Ligand and Its Application in the Copper‐Catalyzed Enantioselective Addition of Linear Grignard Reagents to Ketones

Autor:	Wenjun Luo, Li‐Ming Zhang, Zhan‐Ming Zhang, Junliang Zhang
Rok vydání:	2022
Předmět:	Molecular Structure Alcohols Indicators and Reagents Stereoisomerism General Chemistry General Medicine Ketones Ligands Catalysis Copper
Zdroj:	Angewandte Chemie. 134
ISSN:	1521-3757 0044-8249
DOI:	10.1002/ange.202204443
Popis:	The asymmetric catalytic addition of linear Grignard reagents to ketones has been a long-standing challenge in organic synthesis. Herein, a novel family of PNP ligands (W-Phos) was designed and applied in copper-catalyzed asymmetric addition of linear Grignard reagents to aryl alkyl ketones, allowing facile access to versatile chiral tertiary alcohols in good to high yields with excellent enantioselectivities (up to 94 % yield, 96 % ee). The process can also be used to synthesize chiral allylic tertiary alcohols from more challenging α,β-unsaturated ketones. Notably, the potential utility of this method is demonstrated in the gram-scale synthesis and modification of various densely functionalized medicinally relevant molecules.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::527a46af1dc3c8eb1f849c3b8bc5ba4c https://doi.org/10.1002/ange.202204443 Zobrazit plný text záznamu