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8‐Prenylflavanones through Microwave Promoted Tandem Claisen Rearrangement/6‐ endo ‐trig Cyclization and Cross Metathesis
Author(s) -
Schultze Christiane,
Foß Stefan,
Schmidt Bernd
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202001378
Subject(s) - claisen rearrangement , chemistry , metathesis , tandem , prenylation , olefin metathesis , stereochemistry , annulation , organic chemistry , catalysis , materials science , composite material , polymerization , enzyme , polymer
Prenylated flavanones were obtained from ortho ‐allyloxy chalcones through a one‐pot sequence of Claisen rearrangement and 6‐ endo ‐trig cyclization, followed by olefin cross metathesis of the intermediate allyl flavanones with 2‐methyl‐2‐butene. The synthetic utility of this route is illustrated for the synthesis of several naturally occurring prenyl flavanones.