Chiral Indoline-2-carboxylic Acid Enables Highly Enantioselective Catellani-type Annulation with 4-(Bromomethyl)cyclohexanone

Autor:	Liu-Zhu Gong, Xin-Meng Chen, Ling Zhu, Dian-Feng Chen
Rok vydání:	2021
Předmět:	chemistry.chemical_classification Annulation Aryl Carboxylic acid Enantioselective synthesis Cyclohexanone General Chemistry General Medicine Conjugated system Combinatorial chemistry Catalysis chemistry.chemical_compound chemistry Indoline Trifluoromethanesulfonate
Zdroj:	Angewandte Chemie (International ed. in English). 60(47)
ISSN:	1521-3773
Popis:	Chiral indoline-2-carboxylic acid has been identified to enable a highly enantioselective Catellani-type annulation of (hetero)aryl, alkenyl triflate and conjugated vinyl iodides with 4-(bromomethyl)cyclohexanone, directly assembling a diverse range of chiral all-carbon bridged ring systems. Control experiments and DFT calculations suggest that the coordinating orientation of the chiral amino acid to the arylpalladium(II) center allows for high levels of stereochemical control.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7082a0d09044d0f352d94f3b8af97b7a https://pubmed.ncbi.nlm.nih.gov/34519147 Zobrazit plný text záznamu Plný text