Diastereoselective synthesis of trifluoromethylated 1, 3-dioxanes by intramolecular oxa-Michael reaction
L Becerra-Figueroa, E Brun, M Mathieson… - Organic & …, 2017 - pubs.rsc.org
L Becerra-Figueroa, E Brun, M Mathieson, LJ Farrugia, C Wilson, J Prunet…
Organic & Biomolecular Chemistry, 2017•pubs.rsc.org… A highly diastereoselective synthesis of trifluoromethylated 1,3-dioxanes is described. The
reaction proceeds by an addition/… Inspired by those previous results and by the need for a
simple method to synthesise CF 3 -containing dioxanes, we decided to explore the intramolecular
oxa-Michael reaction using trifluoroacetophenone and a homoallylic alcohol functionalised with
an ester as substrates (Scheme 1). … In conclusion, we have described a useful methodology
for the synthesis of CF 3 -containing 1,3-dioxanes with excellent diastereoselectivity in …
reaction proceeds by an addition/… Inspired by those previous results and by the need for a
simple method to synthesise CF 3 -containing dioxanes, we decided to explore the intramolecular
oxa-Michael reaction using trifluoroacetophenone and a homoallylic alcohol functionalised with
an ester as substrates (Scheme 1). … In conclusion, we have described a useful methodology
for the synthesis of CF 3 -containing 1,3-dioxanes with excellent diastereoselectivity in …
A highly diastereoselective synthesis of trifluoromethylated 1,3-dioxanes is described. The reaction proceeds by an addition/oxa-Michael sequence and works efficiently under mild reaction conditions, with a good substrate scope and acceptable to good yields.
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