Facile Synthesis of Functionally Substituted Cyclopentenones and Butenolides from Functional Vinyl Carbanions

Facile Synthesis of Functionally Substituted Cyclopentenones and Butenolides from Functional Vinyl Carbanions

A substituted C3 synthon, the vinyl carbanion (2), is surprisingly formed by deprotonation of the ester (1) by strong bases. Cycloaddition to (2) gives the five‐membered rings (3) and (4), which are of significance in the synthesis of natural products.

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Veröffentlicht in:Angewandte Chemie International Edition 1978-03, Vol.17 (3), p.204-205
Hauptverfasser: Schmidt, Richard R., Talbiersky, Jörg
Format: Artikel
Sprache:eng
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Zusammenfassung:A substituted C3 synthon, the vinyl carbanion (2), is surprisingly formed by deprotonation of the ester (1) by strong bases. Cycloaddition to (2) gives the five‐membered rings (3) and (4), which are of significance in the synthesis of natural products.
ISSN:0570-0833
1521-3773
DOI:10.1002/anie.197802041