A facile synthesis of various butenolides

Date

2000-01-01

Author

Tanyeli, Cihangir

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The synthesis of alpha'-acyloxy-alpha,beta-unsaturated cyclic ketones from the corresponding alpha,beta-unsaturated cyclic ketones by using manganese (III) acetate in combination with 2-chloropropionic acid followed by subsequent Arbuzov and intramolecular Horner-Emmons cyclization reactions provided a convenient synthetic pathway to various butenolides 4a-d.

Subject Keywords

Organic Chemistry

URI

https://hdl.handle.net/11511/39406

Journal

SYNTHETIC COMMUNICATIONS

DOI

https://doi.org/10.1080/00397910008087436

Collections

Department of Chemistry, Article

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OXIDATION OF ARYL ALKYL KETONES TO ALPHA-ACYLOXY, ALPHA-(CAMPHORSULFONYLOXY), OR ALPHA-HYDROXY DERIVATIVES USING MANGANESE(III) ACETATE IN COMBINATION WITH CARBOXYLIC-ACIDS OR (1S)-(+)-10-CAMPHORSULFONIC ACID DEMIR, AS; CAMKERTEN, N; AKGUN, H; Tanyeli, Cihangir; MAHASNEH, AS; WATT, DS (Informa UK Limited, 1990-01-01) The α-oxidation of aryl alkyl ketones using manganese(III) acetate in the presence of various carboxylic acids and (1S)-(+)-10-camphorsulfonic acid provided a convenient synthesis of α-acyloxy, α-(10-camphorsulfonyloxy), and α-hydroxy derivatives in good yield.
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Citation Formats

C. Tanyeli, “A facile synthesis of various butenolides,” SYNTHETIC COMMUNICATIONS, pp. 2855–2862, 2000, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/39406.