First Direct Access to Angularly Trifluoromethyl-Substituted Tricyclic Compounds via a Diels-Alder Reaction Performed with a Trialkyl Olefin
- 1 January 1992
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1992 (02) , 146-148
- https://doi.org/10.1055/s-1992-21296
Abstract
Diels-Alder reactions performed with Danishefsky's diene (1-methoxy-3-trimethylsiloxy-1,3-butadiene) and α-trifluoromethylstyrene (1) or 1-trifluoromethyl-3,4-dihydronaphthalene (2) under high pressure provide tertiary trifluoromethylated alicyclic compounds. An angularly trifluoromethylated A/B cis-phenanthrone, (4aR,10aR)-4a-trifluoromethyl-4a,9, 10,10a-tetrahydrophenanthren-2(1H)-one (6), is obtained by a very short route from ethyl trifluoroacetate.Keywords
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