Journal ArticleDOI
Exploitation of Cyclopropane Carbaldehydes to Prins Cyclization: Quick Access to ( E)-Hexahydrooxonine and Octahydrocyclopenta[ b]pyran.
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TLDR
A single-step TiX4-mediated Prins-type cyclization of cyclopropane carbaldehydes with 3-buten-1-ol for the highly stereoselective construction of relatively strained ( E)-hexahydrooxonines is reported.About:
This article is published in Organic Letters.The article was published on 2018-08-15. It has received 22 citations till now. The article focuses on the topics: Pyran & Cyclopropane.read more
Citations
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Journal ArticleDOI
Tandem Prins cyclizations for the construction of oxygen containing heterocycles
TL;DR: The current review is devoted specifically to highlight tandem Prins cyclizations for the construction of fused scaffolds and related frameworks with a particular emphasis on recent applications.
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cis-Selective, Enantiospecific Addition of Donor-Acceptor Cyclopropanes to Activated Alkenes: An Iodination/Michael-Cyclization Cascade.
TL;DR: A versatile method for the enantiospecific, cis-diastereoselective intermolecular and intramolecular cycloaddition of donor-acceptor cyclopropanes to electron-poor alkenes with cyclic acceptor groups to afford highly substituted spirocyclopentanes in good to excellent yields.
Journal ArticleDOI
Regioselective Brønsted Acid-Catalyzed Annulation of Cyclopropane Aldehydes with N'-Aryl Anthranil Hydrazides: Domino Construction of Tetrahydropyrrolo[1,2-a]quinazolin-5(1H)ones.
TL;DR: This protocol tolerates a great variety of functional groups and thus provides a simple and step efficient method for pyrroloquinazolinones synthesis.
Journal ArticleDOI
Accessing Dihydro-1,2-oxazine via Cloke-Wilson-Type Annulation of Cyclopropyl Carbonyls: Application toward the Diastereoselective Synthesis of Pyrrolo[1,2-b][1,2]oxazine.
TL;DR: A convenient additive-free synthesis of dihydro-4H-1,2-oxazines via a Cloke-Wilson type ring expansion of the aryl substituted cyclopropane carbaldehydes (ACC) with the hydroxylamine salt is introduced.
References
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Journal ArticleDOI
Donor-acceptor-substituted cyclopropane derivatives and their application in organic synthesis.
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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Ring closure reactions of bifunctional chain molecules
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Ring-Expansion Reactions in the Synthesis of Macrocycles and Medium-Sized Rings.
TL;DR: It is highlighted how "growing" rings from existing cyclic systems via ring expansion can expedite the efficient, practical and scalable synthesis of macrocycles and medium-sized rings.
Related Papers (5)
Donor-acceptor-substituted cyclopropane derivatives and their application in organic synthesis.
A new golden age for donor-acceptor cyclopropanes.
Intramolecular donor–acceptor cyclopropane ring-opening cyclizations
Marchello A. Cavitt,Lien H. Phun +1 more