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The Diels‐Alder route to trifluoromethyl‐substituted carbo‐ and heterocycles
Author(s) -
Schlosser Manfred,
Keller Holger
Publication year - 1995
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.1995199509221
Subject(s) - trifluoromethyl , chemistry , cycloaddition , diene , diels–alder reaction , organic chemistry , medicinal chemistry , catalysis , alkyl , natural rubber
Abstract Starting with 1,1,1‐trifluoroacetone, 3‐(trifluoromethyl)‐1‐(trimethylsilyloxy)‐1,3‐butadiene ( 2 ) has been prepared as a mixture of (Z) and ( E ) isomers. The diene undergoes [4 + 2] cycloaddition reactions with a variety of dienophiles affording trifluoromethyl‐substituted carbocyclic and heterocyclic compounds 7–11 in yields ranging from moderate to good.