Ontology highlight
ABSTRACT:
SUBMITTER: Mateos J
PROVIDER: S-EPMC6176812 | biostudies-literature | 2018
REPOSITORIES: biostudies-literature
Mateos Javier J Meneghini Nicholas N Bonchio Marcella M Marino Nadia N Carofiglio Tommaso T Companyó Xavier X Dell'Amico Luca L
Beilstein journal of organic chemistry 20180917
Herein we report an effective synthetic method for the direct assembly of highly functionalized tetracyclic pharmacophoric cores. Coumarins and chromones undergo diastereoselective [4 + 2] cycloaddition reactions with light-generated photoenol intermediates. The reactions occur by aid of a microfluidic photoreactor (MFP) in high yield (up to >98%) and virtually complete diastereocontrol (>20:1 dr). The method is easily scaled-up to a parallel setup, furnishing 948 mg of product over a 14 h react ...[more]