Asymmetric [4 + 3] cycloadditions between vinylcarbenoids and dienes: application to the total synthesis of the natural product (-)-5-epi-vibsanin E
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Recent applications of the divinylcyclopropane-cycloheptadiene rearrangement in organic synthesisDivergent outcomes of carbene transfer reactions from dirhodium- and copper-based catalysts separately or in combinationControlling factors for C-H functionalization versus cyclopropanation of dihydronaphthalenes.Towards the Total Synthesis of 3-Hydroxyvibsanin E.Synthesis of complex hexacyclic compounds via a tandem Rh(II)-catalyzed double-cyclopropanation/Cope rearrangement/Diels-Alder reaction.Catalyst-controlled formal [4 + 3] cycloaddition applied to the total synthesis of (+)-barekoxide and (-)-barekol.Total Synthesis of (±)-Vibsanin E.Asymmetric Synthesis of Highly Functionalized Cyclopentanes by a Rhodium- and Scandium-Catalyzed Five-Step Domino Sequence.Substrate-dependent divergent outcomes from catalytic reactions of silyl-protected enol diazoacetates with nitrile oxides: azabicyclo[3.1.0]hexanes or 5-arylaminofuran-2(3H)-onesComputationally guided stereocontrol of the combined C-H functionalization/Cope rearrangementApplication of donor/acceptor-carbenoids to the synthesis of natural products.Highly stereoselective C-C bond formation by rhodium-catalyzed tandem ylide formation/[2,3]-sigmatropic rearrangement between donor/acceptor carbenoids and chiral allylic alcohols.Reversal of the regiochemistry in the rhodium-catalyzed [4+3] cycloaddition between vinyldiazoacetates and dienesCatalytic enantioselective synthesis of quaternary carbon stereocentresVinylogous reactivity of enol diazoacetates with donor-acceptor substituted hydrazones. Synthesis of substituted pyrazole derivatives.Alkynoate synthesis through the vinylogous reactivity of rhodium(II) carbenoids.Functionalizing the γ-Position of α-Diazo-β-ketoesters.Key achievements in the total synthesis of vibsane-type diterpenoids.Strained alkenes in natural product synthesis.Toward a symphony of reactivity: cascades involving catalysis and sigmatropic rearrangementsNatural products with anti-Bredt and bridgehead double bonds.Cycloaddition reactions of enoldiazo compounds.Transfer of chirality in the rhodium-catalyzed intramolecular [5+2] cycloaddition of 3-acyloxy-1,4-enynes (ACEs) and alkynes: synthesis of enantioenriched bicyclo[5.3.0]decatrienes.Catalytic asymmetric [8+2] cycloaddition: synthesis of cycloheptatriene-fused pyrrole derivatives.Total synthesis of (-)-tubingensin B enabled by the strategic use of an aryne cyclization.A serendipitous cascade of rhodium vinylcarbenoids with aminochalcones for the synthesis of functionalized quinolines.Gold-catalyzed cycloisomerization of 1,6,8-dienyne carbonates and esters to cis-cyclohepta-4,8-diene-fused pyrrolidines.Highly regio- and stereoselective dirhodium vinylcarbene induced nitrone cycloaddition with subsequent cascade carbenoid aromatic cycloaddition/N-O cleavage and rearrangement.Enantioselective synthesis of α-alkenyl α-amino acids via N-H insertion reactions.
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P2860
Asymmetric [4 + 3] cycloadditions between vinylcarbenoids and dienes: application to the total synthesis of the natural product (-)-5-epi-vibsanin E
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article científic
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article scientifique
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articolo scientifico
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artigo científico
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bilimsel makale
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scientific article published on June 2009
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vedecký článok
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vetenskaplig artikel
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videnskabelig artikel
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vědecký článek
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name
Asymmetric [4 + 3] cycloadditi ...... l product (-)-5-epi-vibsanin E
@en
Asymmetric [4 + 3] cycloadditi ...... nthesis of the natural product
@nl
type
label
Asymmetric [4 + 3] cycloadditi ...... l product (-)-5-epi-vibsanin E
@en
Asymmetric [4 + 3] cycloadditi ...... nthesis of the natural product
@nl
prefLabel
Asymmetric [4 + 3] cycloadditi ...... l product (-)-5-epi-vibsanin E
@en
Asymmetric [4 + 3] cycloadditi ...... nthesis of the natural product
@nl
P2093
P2860
P356
P1476
Asymmetric [4 + 3] cycloadditi ...... l product (-)-5-epi-vibsanin E
@en
P2093
Huw M L Davies
Justin R Denton
Yajing Lian
P2860
P304
P356
10.1021/JA9019484
P407
P577
2009-06-01T00:00:00Z