Journal ArticleDOI
Catalytic Asymmetric Diels-Alder Reaction/[3,3] Sigmatropic Rearrangement Cascade of 1-Thiocyanatobutadienes.
Reads0
Chats0
TLDR
A highly efficient asymmetric Diels-Alder/[3,3] sigmatropic rearrangement reaction of methyleneindolinones with 1-thiocyanatobutadienes has been realized by using a chiral N,N'-dioxide/nickel(II) complex as the catalyst.Abstract:
A highly efficient asymmetric Diels-Alder/[3,3] sigmatropic rearrangement reaction of methyleneindolinones with 1-thiocyanatobutadienes has been realized by using a chiral N,N'-dioxide/nickel(II) complex as the catalyst. A range of cyclohexenyl isothiocyanates were synthesized in high yields with excellent diastereo- and enantioselectivities. Based on mechanistic studies, a catalytic cycle with possible transition-state models were proposed to explain the process.read more
Citations
More filters
Journal ArticleDOI
Catalytic Enantioselective Construction of Spiro Quaternary Carbon Stereocenters
TL;DR: The catalytic enantioselective assembly of spirocyclic molecules featuring a spiro quaternary carbon stereocenter is currently of great interest because such privileged 3D structures are widely present in natural products that exhibit a broad spectrum of biological and pharmacological activities as discussed by the authors.
Journal ArticleDOI
Asymmetric Catalytic [2,3] Stevens and Sommelet-Hauser Rearrangements of α-Diazo Pyrazoleamides with Sulfides.
TL;DR: The catalytic system showed excellent stereo-control, discriminating between the heterotopic lone pairs of sulfur, and controlling both the 1,3-proton transfer and the [2,3]-σ rearrangement.
Journal ArticleDOI
Asymmetric Catalytic Formal 1,4-Allylation of β,γ-Unsaturated α-Ketoesters: Allylboration/Oxy-Cope Rearrangement.
TL;DR: A rare boat-like transition-state model was proposed to elucidate the origin of high chirality transfer during the oxy-Cope rearrangement and moderate to good yields and excellent ee values were obtained.
Journal ArticleDOI
Asymmetric Catalytic Diverse Ring Opening/Cycloadditions of Cyclobutenones with (E)-Alkenyloxindoles and (E)-Dioxopyrrolidines
TL;DR: Highly enantioselective ring-opening/cycloaddition reactions of cyclobutenones were achieved by employing chiral N,N'-dioxide/metal complexes as the catalysts.
Journal ArticleDOI
Absolute Asymmetric Synthesis Involving Chiral Symmetry Breaking in Diels–Alder Reaction
TL;DR: Efficient generation and amplification of chirality from prochiral substrates in the Diels–Alder reaction (DA reaction) followed by dynamic crystallization were achieved without using an external chiral source.
References
More filters
Journal ArticleDOI
The Diels--Alder reaction in total synthesis.
TL;DR: The Diels-Alder reaction has both enabled and shaped the art and science of total synthesis over the last few decades to an extent which has yet to be eclipsed by any other transformation in the current synthetic repertoire as mentioned in this paper.
Book
Domino Reactions in Organic Synthesis
TL;DR: It is shown that domino reactions initiated by oxidation or reduction or reduction, as well as other mechanisms, can be inhibited by various materials, such as Na6(CO3)(SO4), Na2SO4, Na2CO3, and so on.
Journal ArticleDOI
Concurrent tandem catalysis
Journal ArticleDOI
Chiral bis(oxazoline) copper(II) complexes: versatile catalysts for enantioselective cycloaddition, Aldol, Michael, and carbonyl ene reactions.
TL;DR: X-ray crystallography of the chiral complexes reveals a propensity for the formation of distorted square planar or square pyramidal geometries in catalyzed processes that exhibit excellent temperature-selectivity profiles.