Asymmetric Synthesis of Multisubstituted Dihydrobenzofurans by Intramolecular Conjugate Addition of Short-Lived C–O Axially Chiral Enolates

Autor:	Keisuke Tomohara, Tomoyuki Yoshimura, Takumi Furuta, Koji Kasamatsu, Takeo Kawabata
Rok vydání:	2016
Předmět:	inorganic chemicals Stereochemistry asymmetric synthesis Molecular Conformation conjugate addition dihydrobenzofuran 010402 general chemistry 01 natural sciences Molecular conformation Drug Discovery polycyclic compounds heterocyclic compounds axially chiral enolate Enantiomeric excess Benzofurans Addition reaction biology 010405 organic chemistry Chemistry organic chemicals Enantioselective synthesis General Chemistry General Medicine Ketones biology.organism_classification 0104 chemical sciences Intramolecular force Tetra restricted bond rotation chiral C–O axis Axial symmetry Conjugate
Zdroj:	CHEMICAL & PHARMACEUTICAL BULLETIN. 64:899-906
ISSN:	1347-5223 0009-2363
DOI:	10.1248/cpb.c16-00272
Popis:	Enantioselective intramolecular conjugate addition reactions of short-lived C–O axially chiral enolates have been developed. The reactions proceeded with inversion of the configuration and provided dihydrobenzofurans with contiguous tetra- and trisubstituted carbon centers in up to 96% enantiomeric excess (ee).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::27c94c8dcca4e373084989c0c557d033 https://doi.org/10.1248/cpb.c16-00272 Zobrazit plný text záznamu