Enantioselective Catalytic [4+1]-Cyclization of ortho-Hydroxy-para-Quinone Methides with Allenoates

Autor: Katharina, Zielke, Ondřej, Kováč, Michael, Winter, Jiří, Pospíšil, Mario, Waser
Rok vydání: 2019
Předmět:
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Popis: 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.
Databáze: OpenAIRE
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