Journal ArticleDOI
Carbocycles from donor–acceptor cyclopropanes
TLDR
This review summarizes research directed towards the formation of carbocyclic adducts from donor-acceptor cyclopropanes and focuses on annulation and cycloaddition reactions mediated by Lewis or protic acid, bases, or thermal conditions.Abstract:
This review summarizes research directed towards the formation of carbocyclic adducts from donor–acceptor cyclopropanes. The focus of the review is on annulation and cycloaddition reactions (both inter- and intramolecularly) mediated by Lewis or protic acid, bases, or thermal conditions. Rearrangements resulting in carbocycles and those reactions mediated by transition metal catalysis have been excluded.read more
Citations
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Lewis Acid Catalyzed Formal Intramolecular [3 + 3] Cross-Cycloaddition of Cyclopropane 1,1-Diesters for Construction of Benzobicyclo[2.2.2]octane Skeletons.
TL;DR: A novel Lewis acid catalyzed formal intramolecular [3 + 3] cross-cycloaddition (IMCC) of cyclopropane 1,1-diesters has been successfully developed and supplies an efficient and conceptually new strategy for construction of bridged bicyclo[2. 2.2.2]octane skeletons.
Journal ArticleDOI
Asymmetric Synthesis of Enantioenriched 2-Aryl-2,3-Dihydrobenzofurans by a Lewis Acid Catalyzed Cyclopropanation/Intramolecular Rearrangement Sequence
TL;DR: A Michael addition-initiated cyclopropanation/intramolecular rearrangement of in situ generated ortho-quinone methides (o-QMs) was developed for enantioselective synthesis of 2-aryl-2,3-dihydrobenzofurans containing two consecutive chiral centers including a quaternary carbon.
Journal ArticleDOI
Ag(I)-Catalyzed Indolization/C3-Functionalization Cascade of 2-Ethynylanilines via Ring Opening of Donor-Acceptor Cyclopropanes.
TL;DR: A AgSbF6-catalyzed cascade involving the ring opening of donor-acceptor cyclopropanes (DACs) preceded by the cyclization of N-protected 2-ethynylaniline is described, revealing a step-economy route to 2,3-disubstituted indole, where a Ag catalyst is found to trigger the cascade by activating both alkyne and DACs.
Journal ArticleDOI
Formal [3+3]-cycloaddition of 3-methyl-5,6-dihydro-4H-1,2-oxazine-N-oxides with cyclopropane dicarboxylates under hyperbaric conditions
Andrey A. Tabolin,Roman A. Novikov,Roman A. Novikov,Yulia A. Khomutova,Alexey A. Zharov,Galina A. Stashina,Yulia V. Nelyubina,Yury V. Tomilov,Sema L. Ioffe +8 more
TL;DR: In this article, the [3+3]-cycloaddition of cyclopropane dicarboxylates with 3-methyl-5,6-dihydro-4H-1,2-oxazine-Noxides promoted by Yb(OTf)3 under hyperbaric conditions is described.
Journal ArticleDOI
B(C6 F5 )3 -Catalyzed Ring Opening and Isomerization of Unactivated Cyclopropanes.
TL;DR: Catalytic amounts of B(C6 F5 )3 promote the ring opening and subsequent isomerization of a series of unactivated cyclopropanes to afford terminal olefins in good yields when a hydrosilane and 2,6-dibromopyridine are employed as additives.
References
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Journal ArticleDOI
Telmisartan, Ramipril, or Both in Patients at High Risk for Vascular Events
Koon K. Teo,Janice Pogue,Leanne Dyal,Ingrid Copland,Helmut Schumacher,Gilles R. Dagenais,Craig S. Anderson +6 more
TL;DR: Telmisartan was equivalent to ramipril in patients with vascular disease or high-risk diabetes and was associated with less angioedema and a increased risk of hypotensive symptoms.
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Donor-acceptor-substituted cyclopropane derivatives and their application in organic synthesis.
Journal ArticleDOI
Transition metal chemistry of cyclopropenes and cyclopropanes.
Journal ArticleDOI
Use of cyclopropanes and their derivatives 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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