New methods for the stereoselective synthesis of 2-hydroxy-3,4-dienoates and functionalized 2,5-dihydrofurans

Autor:	Michael Laux, Norbert Krause, Anja Hoffmann-Röder
Rok vydání:	2000
Předmět:	chemistry.chemical_compound Chloroform chemistry Dioxirane Organic Chemistry Drug Discovery chemistry.chemical_element Organic chemistry Stereoselectivity Chirality (chemistry) Biochemistry Titanium
Zdroj:	Tetrahedron Letters. 41:9613-9616
ISSN:	0040-4039
DOI:	10.1016/s0040-4039(00)01718-4
Popis:	Titanium enolates of 3,4-dienoates 3 were formed by treatment with LDA and Cp 2 TiCl 2 and oxidized with dimethyl dioxirane to furnish the allenic hydroxyesters 4 with up to 90% diastereoselectivity. Smooth cyclization to the functionalized 2,5-dihydrofurans 5 was accomplished with complete axis to center chirality transfer by treatment with HCl gas in chloroform.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::966f62325022ebdea4e450b10f62ba9c https://doi.org/10.1016/s0040-4039(00)01718-4 Zobrazit plný text záznamu Full Text from ScienceDirect