Premium
Application of Dehydroabietic Acid in Palladium‐Catalysed Enyne Cycloisomerisation
Author(s) -
Wu Na,
Li Ruikun,
Cui Feihu,
Pan Yingming
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700061
Subject(s) - chemistry , stereocenter , palladium , enyne , indene , catalysis , derivative (finance) , organic chemistry , stereochemistry , medicinal chemistry , enantioselective synthesis , financial economics , economics
Dehydroabietic acid (DAA) promotes palladium(0)‐catalysed cyclisations of arene‐tethered 1,7‐enynols and 1,m‐enynoates (m=6,7) to give fused carbocyclic dienes. 6,6,6,5‐Tetracyclic lactones are accessible by one‐pot cycloisomerisation/Diels–Alder reaction/lactonisation from 1,7‐enynols. Furthermore, asymmetric counteranion‐directed catalysis has been developed, which afforded an indene derivative with an all‐carbon quaternary stereogenic center.