Scope of the Intramolecular Imidotitanium−Alkyne [2 + 2] Cycloaddition−Azatitanetine Acylation Sequence. An Efficient Procedure for the Synthesis of 2-(2-Keto-1-alkylidene)tetrahydropyrroles and Related Compounds

Sequential [2 + 2] cycloaddition of transient imidotitanium complexes to tethered alkynes followed by C-acylation of the resulting azatitanetines with acyl cyanides has been shown to provide a range of functionalized tetrahydropyrroles and related derivatives in good to excellent yields. The selecti...

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Veröffentlicht in:Organometallics 1997-04, Vol.16 (8), p.1523-1525
Hauptverfasser: Fairfax, David, Stein, Matthias, Livinghouse, Tom, Jensen, Michael
Format: Artikel
Sprache:eng
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Zusammenfassung:Sequential [2 + 2] cycloaddition of transient imidotitanium complexes to tethered alkynes followed by C-acylation of the resulting azatitanetines with acyl cyanides has been shown to provide a range of functionalized tetrahydropyrroles and related derivatives in good to excellent yields. The selectivity of product formation is correlated to the pattern of alkyne substitution.
ISSN:0276-7333
1520-6041
DOI:10.1021/om961074f