Journal ArticleDOI
γ-Substituted butanolides from cyclopropane hemimalonates: an expedient synthesis of natural (R)-dodecan-4-olide.
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TLDR
Under microwave irradiation, cyclopropane hemimalonates undergo rapid conversion to butanolides in the presence of inorganic salts with an unprecedented retention of stereochemistry, which has been applied to the total synthesis of the naturally occurring (R)-dodecan-4-olide.About:
This article is published in Organic Letters.The article was published on 2013-09-05. It has received 63 citations till now. The article focuses on the topics: Cyclopropane & Total synthesis.read more
Citations
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Journal ArticleDOI
A new golden age for donor-acceptor cyclopropanes.
TL;DR: This Review highlights the appropriate tools for successfully employing donor-acceptor cyclopropanes in ring-opening reactions, cycloadditions, and rearrangements.
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Ein neues goldenes Zeitalter in der Chemie Donor‐Akzeptor‐substituierter Cyclopropane
TL;DR: In this paper, the erforderliche Absenkung der Aktivierungsbarriere wird durch die Kombination von zueinander vicinal stehendem Elektronendonor and -akzeptor erreicht.
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Asymmetric Annulation of Donor–Acceptor Cyclopropanes with Dienes
TL;DR: An efficient [4 + 3] cycloaddition reaction of D-A cyclopropanes with dienes has been successfully developed, delivering a variety of cycloheptenes and [n,5,0]carbobicycles with excellent stereoselectivity.
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[3 + 3]-Cycloaddition of Donor–Acceptor Cyclopropanes with Nitrile Imines Generated in Situ: Access to Tetrahydropyridazines
TL;DR: Donor-acceptor cyclopropanes are reacted under the influence of a Lewis acid with hydrazonyl chlorides to afford tetrahydropyridazines and the structure of a typical product was confirmed by X-ray crystallography.
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Asymmetric Ring-Opening of Cyclopropyl Ketones with Thiol, Alcohol, and Carboxylic Acid Nucleophiles Catalyzed by a Chiral N,N'-Dioxide-Scandium(III) Complex
TL;DR: A highly efficient asymmetric ring-opening reaction of cyclopropyl ketones with a broad range of thiols, alcohols and carboxylic acids has been first realized by using a chiral N,N'-dioxide-scandium(III) complex as catalyst.
References
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Journal ArticleDOI
Donor-acceptor-substituted cyclopropane derivatives and their application in organic synthesis.
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Transition metal chemistry of cyclopropenes and cyclopropanes.
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Use of cyclopropanes and their derivatives in organic synthesis
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Heterocycles from cyclopropanes: applications in natural product synthesis
Cheryl A. Carson,Michael A. Kerr +1 more
TL;DR: This tutorial review focuses on the latter, describing recent developments and applications of cyclopropane ring-expansion reactions in natural product synthesis and several newly developed methods providing access to densely functionalized heterocycles.
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Recent advances in donor-acceptor (DA) cyclopropanes
Ming Yu,Brian L. Pagenkopf +1 more
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