Cyclic oligolides via acylketene mediated lactonization: Synthesis and characterization

Shawn W E Eisenberg; Chixu Chen; Jiangyue Wu; Carlito B Lebrilla; Mark J. Kurth

doi:10.1016/0040-4039(96)01757-1

Cyclic oligolides via acylketene mediated lactonization: Synthesis and characterization

Shawn W E Eisenberg, Chixu Chen, Jiangyue Wu, Carlito B Lebrilla, Mark J. Kurth

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5 Scopus citations

Abstract

An acylketene mediated cyclization protocol delivers a series of cyclic oligolides, the largest characterized cyclic oligolide having a 77-membered ring. 6-(ω-Hydroxyalkyl)dioxinone analogs were prepared and cyclizations were conducted under a variety of conditions in refluxing toluene. ¹H-NMR, ¹³C-NMR, and several different mass spectrometric techniques were employed to verify the cyclic nature of these oligolides.

Original language	English (US)
Pages (from-to)	7683-7686
Number of pages	4
Journal	Tetrahedron Letters
Volume	37
Issue number	43
DOIs	https://doi.org/10.1016/0040-4039(96)01757-1
State	Published - Oct 21 1996

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ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

Cite this

Eisenberg, S. W. E., Chen, C., Wu, J., Lebrilla, C. B., & Kurth, M. J. (1996). Cyclic oligolides via acylketene mediated lactonization: Synthesis and characterization. Tetrahedron Letters, 37(43), 7683-7686. https://doi.org/10.1016/0040-4039(96)01757-1

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10.1016/0040-4039(96)01757-1