6-exo-trig Michael addition-lactonizations for catalytic enantioselective chromenone synthesis.
Autor: | Neyyappadath RM; EaStCHEM, School of Chemistry, University of St Andrews, North Haugh, St Andrews, KY16 9ST, UK. ads10@st-andrews.ac.uk., Cordes DB; EaStCHEM, School of Chemistry, University of St Andrews, North Haugh, St Andrews, KY16 9ST, UK. ads10@st-andrews.ac.uk., Slawin AM; EaStCHEM, School of Chemistry, University of St Andrews, North Haugh, St Andrews, KY16 9ST, UK. ads10@st-andrews.ac.uk., Smith AD; EaStCHEM, School of Chemistry, University of St Andrews, North Haugh, St Andrews, KY16 9ST, UK. ads10@st-andrews.ac.uk. |
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Jazyk: | angličtina |
Zdroj: | Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2017 Feb 23; Vol. 53 (17), pp. 2555-2558. |
DOI: | 10.1039/c6cc10178j |
Abstrakt: | The catalytic enantioselective 6-exo-trig Michael addition-lactonization of enone-acid substrates to form cis-chromenones with high diastereo- and enantiocontrol was developed using the commercially available isothiourea tetramisole. An acidic workup proved necessary to minimize product epimerization and maximize product er, providing cis-chromenones in excellent yield, and with excellent diastereo- and enantioselectivity. |
Databáze: | MEDLINE |
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