Versatile Approaches for the Synthesis of Fused-Ring γ‑Lactones Utilizing Cyclopropane Intermediates

A highly effective acid-catalyzed cyclopropyl ester to γ-lactone skeletal rearrangement has been demonstrated and applied to the synthesis of a variety of bi- and tricyclic functionalized lactones, rigid and highly compact structures for use as biological probes.

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Veröffentlicht in:Organic letters 2013-04, Vol.15 (7), p.1591-1593
Hauptverfasser: Newhouse, Timothy R, Kaib, Philip S. J, Gross, Andrew W, Corey, E. J
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container_title Organic letters
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creator Newhouse, Timothy R
Kaib, Philip S. J
Gross, Andrew W
Corey, E. J
description A highly effective acid-catalyzed cyclopropyl ester to γ-lactone skeletal rearrangement has been demonstrated and applied to the synthesis of a variety of bi- and tricyclic functionalized lactones, rigid and highly compact structures for use as biological probes.
doi_str_mv 10.1021/ol400362t
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source MEDLINE; American Chemical Society Journals
subjects Catalysis
Crystallography, X-Ray
Cyclopropanes - chemistry
Esters
Lactones - chemical synthesis
Lactones - chemistry
Molecular Conformation
Molecular Structure
Stereoisomerism
title Versatile Approaches for the Synthesis of Fused-Ring γ‑Lactones Utilizing Cyclopropane Intermediates
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