New Approach for the Stereoselective Synthesis of (+)-epi-Cytoxazone

Autor:	Gaspar Diaz-Muñoz, Marisa Alves Nogueira Diaz, Izabel Luzia Miranda, Suélen K. Sartori
Rok vydání:	2018
Předmět:	cytoxazone Stereochemistry Chemistry Total synthesis General Chemistry stereoselective dihydroxylation Cytoxazone Dihydroxylation Intramolecular force Yield (chemistry) epi-cytoxazone Molecule Stereoselectivity 2 3-O-(3-pentylidene)-(R)-glyceraldehyde Wittig olefination
Zdroj:	Journal of the Brazilian Chemical Society, Volume: 30, Issue: 3, Pages: 585-591, Published: MAR 2019 Journal of the Brazilian Chemical Society v.30 n.3 2019 Journal of the Brazilian Chemical Society Sociedade Brasileira de Química (SBQ) instacron:SBQ
ISSN:	1678-4790 0103-5053
DOI:	10.21577/0103-5053.20180212
Popis:	The stereoselective total synthesis of (+)-epi-cytoxazone was performed satisfactorily in 8 steps, in 17% overall yield, via a novel route from 2,3-O-(3-pentylidene)-(R)-glyceraldehyde. The bulky group alkene-ketal allowed intramolecular control of the target molecule's asymmetric centers in the dihydroxylation step by promoting the approach of OsO4 to the face opposite to that of the ketal group.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5a3e04fea41342ed04b33607e7ef64ef https://doi.org/10.21577/0103-5053.20180212 Zobrazit plný text záznamu