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Tandem Platinum Dichloride Catalysis and Thermal Reaction of Enynes: Versatile Synthetic Platform Based on Bicyclo[4.1.0]hept‐2‐enes
Author(s) -
Kim Sun Young,
Park Yujung,
Son Sori,
Chung Young Keun
Publication year - 2012
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.201100694
Subject(s) - cycloisomerization , chemistry , platinum , tandem , catalysis , bicyclic molecule , substituent , medicinal chemistry , methylene , aryl , cope rearrangement , stereochemistry , organic chemistry , materials science , alkyl , composite material
A tandem platinum dichloride‐catalyzed cycloisomerization and rearrangement reaction of enynes leads to the formation of 2,4‐pentadienals, 1‐aryl‐tetrahydro‐1 H ‐indenes, or 3‐methylene‐4‐vinylcyclohex‐1‐enes; depending upon the substituent(s) and tether group of the enynes, the platinum dichloride‐catalyzed cycloisomerization products, bicyclo[4.1.0]hept‐2‐enes, undergo a Claisen rearrangement, a 1,5‐hydrogen shift, or a vinylcyclopropane rearrangement.