ChemInform Abstract: Regioselective Mukaiyama Hydroperoxysilylation of 2-Alkyl- or 2-Aryl-prop-2-en-1-ols: Application to a New Synthesis of 1,2,4-Trioxanes

Autor:	Paul M. O'Neill, B. Kevin Park, Jill Davies, Stephen A. Ward, Matthew D. Pugh
Rok vydání:	2010
Předmět:	chemistry.chemical_classification Allylic rearrangement chemistry.chemical_compound Chemistry Yield (chemistry) Aryl Markovnikov's rule food and beverages Regioselectivity Organic chemistry General Medicine Alkyl
Zdroj:	ChemInform. 32
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200135172
Popis:	Co(II)-mediated peroxysilylation of allylic alcohols 6 or 9 regioselectively provides peroxysilyl alcohols 7 and 10 in good yield. Reaction of these peroxysilyl alcohols with aldehydes or ketones provides target 1,2,4-trioxanes in good to excellent yields. The sequence of Markovnikov hydroperoxysilylation and subsequent reaction with a carbonyl compound can also be readily achieved in a one-pot procedure. Significantly, easily prepared trioxanes 11a and 11b have potent in vitro antimalarial activity versus chloroquine resistant K1 Plasmodium falciparum.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::18c5c92cb5149008fe7ea59e655429dc https://doi.org/10.1002/chin.200135172 Zobrazit plný text záznamu Plný text