Ontology highlight
ABSTRACT:
SUBMITTER: Zielke K
PROVIDER: S-EPMC6618147 | biostudies-literature | 2019 Jun
REPOSITORIES: biostudies-literature
Zielke Katharina K Kováč Ondřej O Winter Michael M Pospíšil Jiří J Waser Mario M
Chemistry (Weinheim an der Bergstrasse, Germany) 20190521 34
The first highly asymmetric catalytic synthesis of densely functionalized dihydrobenzofurans is reported, which starts from ortho-hydroxy-containing para-quinone methides. The reaction relies on an unprecedented formal [4+1]-annulation of these quinone methides with allenoates in the presence of a commercially available chiral phosphine catalyst. The chiral dihydrobenzofurans were obtained as single diastereomers in yields up to 90 % and with enantiomeric ratios up to 95:5. ...[more]