Preparation of chiral phosphorus, sulfur and selenium containing 2-aryloxazolines

Autor:	Thomas Langer, Johannes C. de Jong, Heico Schell, Heiko Rieck, Matthias Kiefer, Günter Helmchen, Peter Sennhenn, Markus Peer, Henning Steinhagen, Jürgen Sprinz, Burkhard Wiese
Rok vydání:	1996
Předmět:	Chemistry Aryl Organic Chemistry chemistry.chemical_element Oxazoline Biochemistry Sulfur Stereocenter Phosphinooxazolines chemistry.chemical_compound Nucleophilic aromatic substitution Drug Discovery Nucleophilic substitution Organic chemistry Selenium
Zdroj:	Tetrahedron. 52:7547-7583
ISSN:	0040-4020
Popis:	A series of enantiomerically pure 2-[2-(diarylphosphino)aryl]-oxazolines was prepared from commercially available or synthetic amino alcohols. For oxazoline formation three procedures were employed: ( i ) one pot condensation with a 2-halobenzoic acid, ( ii ) ZnCl 2 catalyzed condensation with a 2-halobenzonit-rile, and ( iii ) a three step sequence via a 2-halobenzamide and a tosylate or chloride. Phosphinooxazolines containing stereogenic phosphorus were prepared by either diastereoselective nucleophilic substitution of halogenide of Ar 1 Ar 2 PCl or by nucleophilic aromatic substitution with LiPAr 1 Ar 2 . In addition, sulfur and selenium analogs were prepared.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::93309cbda8fac7006162196ed17c17a1 https://doi.org/10.1016/0040-4020(96)00267-0 Zobrazit plný text záznamu Full Text from ScienceDirect