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ChemInform Abstract: Fluorine-Directed Nazarov Cyclizations. Part 2. Regioselective Synthesis of 5-Trifluoromethyl-2-cyclopentenones.

✍ Scribed by J. ICHIKAWA; M. FUJIWARA; T. OKAUCHI; T. MINAMI

Publisher: John Wiley and Sons
Year: 2010
Weight: 36 KB
Volume: 29
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199846094

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✦ Synopsis

Fluorine-Directed Nazarov Cyclizations. Part 2. Regioselective Synthesis of 5-Trifluoromethyl-2-cyclopentenones.

-Due to the strong electronic effect exerted by the CF 3 -group, the TmsOTf mediated Nazarov cyclization of conveniently prepared dienones (V) provides cyclopentenones with defined placement of the endocyclic double bond. Only in the case of (Ve) a mixture of isomers is formed. -(ICHIKAWA,

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