Chemoenzymatic formal synthesis of (S)-(−)-phosphonotrixin

Autor:	Robert Chênevert, Mathieu Simard, Mohammed Dasser, Jérôme Bergeron
Rok vydání:	2004
Předmět:	Inorganic Chemistry chemistry.chemical_compound Formal synthesis Chemistry Stereochemistry Yield (chemistry) Organic Chemistry Enantioselective synthesis Organic chemistry Physical and Theoretical Chemistry Desymmetrization Catalysis Isoprene
Zdroj:	Tetrahedron: Asymmetry. 15:1889-1892
ISSN:	0957-4166
DOI:	10.1016/j.tetasy.2004.04.046
Popis:	Phosphonotrixin is a herbicidal antibiotic characterized by a unique structure bearing a C–P bond on an isoprene unit. The formal enantioselective synthesis of ( S )-(−)-phosphonotrixin (ee = 93%) in nine steps and 12% overall yield from 1,3-dihydroxyacetone or in eight steps and 11% overall yield from 1,3-dichloroacetone is reported. The key reaction is the enzymatic desymmetrization of 2-isopropenylpropane-1,2,3-triol.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::525df81ab384383f10ba6aca2cc790fd https://doi.org/10.1016/j.tetasy.2004.04.046 Zobrazit plný text záznamu Full Text from ScienceDirect