1125-11-7Relevant academic research and scientific papers
Ni-catalyzed reductive antiarylative cyclization of alkynones
Zhou, Zhijun,Liu, Wenfeng,Kong, Wangqing
, p. 6982 - 6987 (2020)
A new catalyst system for the antiarylative cyclization of alkynones and aryl halides through a reductive cross-coupling strategy is developed. The transformation proceeds smoothly in the absence of organometallic reagents and features high functional group tolerance. This method provides an effective platform to access a wide variety of synthetically useful endocyclic tetrasubstituted allylic alcohols in a stereoselective manner.
Diastereoselective Total Synthesis of (±)-Toxicodenane A
Kobayashi, Toyoharu,Yamanoue, Kotono,Abe, Hideki,Ito, Hisanaka
, p. 6693 - 6699 (2017)
The first total synthesis of tricyclic sesquiterpene (±)-toxicodenane A has been accomplished. This synthetic work was completed in 12 steps from dimedone through diastereoselective reductive desymmetrization of 2,2-disubstituted 5,5-dimethylcyclohexane-1
Enantioselective Total Synthesis and Absolute Configuration Assignment of (+)-Toxicodenane A
Han, Fu-She,Qin, Xu-Long,Wu, Guo-Jie
supporting information, p. 8570 - 8574 (2021/11/01)
We present the first enantioselective total synthesis and absolute configuration assignment of (+)-toxicodenane A via a nine-step sequence from the readily available material. The synthesis features a desymmetric enantioselective reduction of 2,2-disubsti
Enantioselective Copper-Catalyzed Desymmetrization of 1,3-Diketones Involving Borylation of Styrenes
Zheng, Purui,Han, Xiaoyu,Hu, Jiao,Zhao, Xiaoming,Xu, Tao
supporting information, p. 6040 - 6044 (2019/08/27)
A copper-catalyzed intramolecular enantioselective and diastereoselective borylative coupling of styrenes and ketones was achieved by merging desymmetrization strategy and olefin difunctionalization. The reaction proceeds through an initial enantioselective borylcupration of styrenes, followed by a highly selective direct addition to 1,3-diketones. The bicyclic scaffolds with three chiral carbon centers, including two tetrasubstituted carbons, were generated in excellent yields, diastereoselectivities, and enantioselectivities. This catalytic tandem reaction has great potential for further synthetic application of the chiral polycyclic compounds, because of the versatility of the functional groups in the products.
Aluminum Chloride-Mediated Dieckmann Cyclization for the Synthesis of Cyclic 2-Alkyl-1,3-alkanediones: One-Step Synthesis of the Chiloglottones
Armaly, Ahlam M.,Bar, Sukanta,Schindler, Corinna S.
supporting information, p. 3958 - 3961 (2017/08/15)
Cyclic 2-alkyl-1,3-alkanediones are ubiquitous structural motifs in many natural products of biological importance. Reported herein is an AlCl3·MeNO2-mediated Dieckmann cyclization reaction of general synthetic utility that enables direct access to complex 2-alkyl-1,3-dione building blocks from readily available dicarboxylic acid and acid chloride substrates. This new strategy enables direct synthetic access to the chiloglottone plant pheromones from commercial material in a single synthetic transformation.
Catalytic decarboxylative alkenylation of enolates
Schroeder, Sybrin P.,Taylor, Nicholas J.,Jackson, Paula,Franckevicius, Vilius
supporting information, p. 3778 - 3781 (2013/08/23)
A palladium-catalyzed decarboxylative alkenylation of stabilized enolates has been developed, which gives rise to alkenylated dicarbonyl products from enol carbonates regioselectively with concomitant installation of a quaternary all-carbon center. The broad scope of the reaction has been demonstrated by successfully utilizing a range of enolates and external phenol nucleophiles.
Metal complexes with an adamantane-like structure
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, (2008/06/13)
PCT No. PCT/EP97/05206 Sec. 371 Date Apr. 14, 1999 Sec. 102(e) Date Apr. 14, 1999 PCT Filed Sep. 23, 1997 PCT Pub. No. WO98/16534 PCT Pub. Date Apr. 23, 1998In metal complexes of the formula I the substituents have the following meanings: M is a metal of
Thionation Reactions of Diacylketene Thioacetals with the Lawesson Reagent and Analogues
Khan, Agha Zul-Quarnain,Sandstroem, Jan
, p. 2085 - 2090 (2007/10/02)
Attempted thionation of diacylketene thioacetals derived from dimedone with dithiadiphosphetane disulphides (the Lawesson reagent and analogues) led to the expected monothioacylketene thioacetals only when the thioacetal sulphur atoms formed part of a dithiolane or dithiane ring.Acyclic analogues readily underwent dealkylation and further reactions, giving a 1,2-dithiole-3-thione derivative as the main isolated product.Reaction of an acyclic ketene thioacetal with P4S10-Et3N in acetonitrile at -30 deg C permitted the isolation of the primary dealkylation product, a dimedonedithiocarboxylate, in 44percent yield.A phenoxaphosphorine derivative was isolated as a by-product in the synthesis of bis(phenoxyphenyl)dithiaphosphetane disulphide.
