Chiral 2-(2-hydroxyaryl)alcohols (HAROLs) with a 1,4-diol scaffold as a new family of ligands and organocatalysts

Autor:	Tahir Tilki, Erkan Ertürk, Mustafa A. Tezeren, Ömer Dilek
Rok vydání:	2018
Předmět:	Scaffold 010405 organic chemistry Stereochemistry Organic Chemistry Diol Alcohol 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences chemistry.chemical_compound chemistry Group (periodic table) Drug Discovery Organic chemistry Group 2 organometallic chemistry
Zdroj:	Tetrahedron. 74:268-286
ISSN:	0040-4020
DOI:	10.1016/j.tet.2017.11.054
Popis:	Efficient and modular syntheses of chiral 2-(2-hydroxyaryl)alcohols (HAROLs), novel 1,4-diols carrying one phenolic and one alcohol hydroxyl group, have been developed which led to generation of a small library of structurally diverse HAROLs in enantiomerically pure form. Of the different HAROLs examined, a HAROL based on the indan backbone exhibited the highest activity and enantioselectivity in the 1,2-addition of certain organometallic compounds to aldehydes in the presence of Ti(OiPr)4 (up to 97% y, 88% ee) and performed as a hydrogen-bond donor organocatalyst in the Morita-Baylis-Hillman reaction, promoted by trialkylphosphines.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5d004c7de7cbe3321e463205b4dd8cd1 https://doi.org/10.1016/j.tet.2017.11.054 Zobrazit plný text záznamu Full Text from ScienceDirect