39178-69-3Relevant academic research and scientific papers
Trimethylstannylvinyl cuprates - - generation and 1, 4- conjugate addition to α,β - unsaturated ketones
Pereira, Oswy Z.,Chan T
, p. 8749 - 8752 (1995)
A new convenient route to the bis (trimethylstannylvinyl) cuprate reagent 6 is described. Its addition to α,β-unsaturated ketones has been compared with other mixed cuprates.
Models for the reactive states of homocuprates: Syntheses, structures and reactivities of [Cu2Li2Mes4] and [Cu 3LiMes4]
Davies, Robert P.,Hornauer, Stefan,White, Andrew J. P.
, p. 304 - 306 (2007)
The synthesis and characterisation of two novel tetranuclear and thermally-stable lithium arylcuprates, [Cu2Li2Mes 4] and [Cu3LiMes4], are reported and [Cu 3LiMes4] is shown to be a highly active promoter for the 1,4-addition of organolithiums to enones. The Royal Society of Chemistry.
Composes organomanganeux XXI. Reaction d'un compose organomanganeux avec une enone conjuguee: influence d'un acide de Lewis, d'un sel de fer ou d'un sel de nickel
Cahiez, Gerard,Alami, Mouad
, p. 291 - 298 (1990)
The reaction of organomanganese reagents with α,β-ethylenic ketones has been performed in the presence of various Lewis acids or metallic salts (Ni, Fe) in order to favour the formation of the conjugate addition product.The sole Lewis acid which gas given
It's on lithium! An answer to the recent communication which asked the question: 'If the cyano ligand is not on copper, then where is it?'
Bertz, Steven H.,Miao, Guobin,Eriksson, Magnus
, p. 815 - 816 (1996)
In this paper we answer the question recently posed by Lipshutz and James (see title), and we present a mechanism which explains why the cuprates prepared from CuCN have a greater product-forming ability in many reactions.
Counterion Enhanced Organocatalysis: A Novel Approach for the Asymmetric Transfer Hydrogenation of Enones
Scharinger, Fabian,Márk Pálv?lgyi, ádám,Zeindlhofer, Veronika,Schnürch, Michael,Schr?der, Christian,Bica-Schr?der, Katharina
, p. 3776 - 3782 (2020/06/22)
We present a novel strategy for organocatalytic transfer hydrogenations relying on an ion-paired catalyst of natural l-amino acids as main source of chirality in combination with racemic, atropisomeric phosphoric acids as counteranion. The combination of a chiral cation with a structurally flexible anion resulted in a novel chiral framework for asymmetric transfer hydrogenations with enhanced selectivity through synergistic effects. The optimized catalytic system, in combination with a Hantzsch ester as hydrogen source for biomimetic transfer hydrogenation, enabled high enantioselectivity and excellent yields for a series of α,β-unsaturated cyclohexenones under mild conditions. Moreover, owing to the use of readily available and chiral pool-derived building blocks, it could be prepared in a straightforward and significantly cheaper way compared to the current state of the art.
CuI-Catalysed Enantioselective Alkyl 1,4-Additions to (E)-Nitroalkenes and Cyclic Enones with Phosphino-Oxazoline Ligands
Shin, Minkyeong,Gu, Minji,Lim, Sung Soo,Kim, Min-Jae,Lee, JuHyung,Jin, HyeongGyu,Jang, Yun Hee,Jung, Byunghyuck
, p. 3122 - 3130 (2018/07/06)
Catalytic enantioselective conjugate additions of simple alkyl groups to nitroalkenes or cyclic enones that result in the formation of tertiary C–C bonds are described. For these stereoselective addition reactions, new chiral phosphino-oxazoline ligands w
Synthesis of the PMB ether of 5,6-epoxyisoprostane E2 through aldol reaction of the α-bromocyclopentanone
Kawashima, Hidehisa,Kobayashi, Yuichi
, p. 2598 - 2601 (2014/06/09)
5,6-Epoxyisoprostane E2 was synthesized via bromohydrination of the cyclopentene and aldol reaction of the α-bromocyclopentanone with the epoxyaldehyde. High regioselectivity in the bromohydrination was attained with recrystallized NBS and pyridine in aqu
A convenient catalytic asymmetric conjugate addition reaction to enones using alkylzirconium reagents
Maksymowicz, Rebecca M.,Sidera, Mireia,Roth, Philippe M. C.,Fletcher, Stephen P.
supporting information, p. 2662 - 2668 (2013/10/21)
Alkylzirconium reagents undergo highly enantioselective copper-catalysed 1,4-addition reaction to cyclic enones. These reactions use alkylmetal species generated in situ from alkenes and the Schwartz reagent, and do not require premade organometallic reag
Catalytic enantioselective conjugate addition of Grignard reagents to cyclic enones using C1-1,1′-bisisoquinoline-based chiral ligands
Qi, Gao,Judeh, Zaher M.A.
experimental part, p. 1585 - 1592 (2012/05/04)
New highly constrained chiral C1-1,1′-bisisoquinoline ligands were examined in the enantioselective conjugate addition of Grignard reagents to cyclohexenone and cyclopentenone. The desired 1,4-adducts were obtained in excellent yield and moderate enantiomeric excess (up to 35%). Copyright Taylor & Francis Group, LLC.
Preparation and characterization of new C2- and C 1-symmetric nitrogen, oxygen, phosphorous, and sulfur derivatives and analogs of TADDOL. part i
Pichota, Arkadius,Gramlich, Volker,Beck, Albert K.,Seebach, Dieter
experimental part, p. 1239 - 1272 (2012/09/21)
The chloro alcohols 4-6 derived from TADDOLs (=α,α, α′,α′-tetraaryl-1,3-dioxolan-4,5-dimethanols) are used to prepare corresponding sulfanyl alcohols, ethers, and amines (Scheme 1 and Table 1). The dithiol analog of TADDOL and derivatives thereof, 45-49,
