118575-70-5Relevant academic research and scientific papers
A Concise, metathesis based approach to construction of the lepadiformine/cylindricine tricyclic framework
Zou, Jiwen,Cho, Dae Won,Mariano, Patrick S.
, p. 5955 - 5961 (2010)
A tandem dienyne metathesis based strategy has been developed for construction of the core tricyclic framework found in the lepadiformine and cylindricine alkaloids. 2-Pentenyl-2-ethynylpyrollidine acrylamide that serves as the starting material for the k
Modular Cyclopentenone Synthesis through the Catalytic Molecular Shuffling of Unsaturated Acid Chlorides and Alkynes
Lee, Yong Ho,Denton, Elliott H.,Morandi, Bill
supporting information, p. 20948 - 20955 (2020/12/21)
We describe a general strategy for the intermolecular synthesis of polysubstituted cyclopentenones using palladium catalysis. Overall, this reaction is achieved via a molecular shuffling process involving an alkyne, an α,β-unsaturated acid chloride, which serves as both the alkene and carbon monoxide source, and a hydrosilane to create three new C-C bonds. This new carbon monoxide-free pathway delivers the products with excellent yields. Furthermore, the regioselectivity is complementary to conventional methods for cyclopentenone synthesis. In addition, a set of regio- and chemodivergent reactions are presented to emphasize the synthetic potential of this novel strategy.
Stereoselective α-Tertiary Alkylation of N -(Arylacetyl)oxazolidinones
Shim, Eunjae,Zakarian, Armen
supporting information, p. 683 - 686 (2020/04/07)
A method has been developed for the α-tertiary alkylation of zirconium enolates of N -(arylacetyl)oxazolidinones. This reaction directly installs an all-carbon quaternary center vicinal to a benzylic tertiary carbon in a highly diastereoselective manner.
Ni-Catalyzed Regiodivergent and Stereoselective Hydroalkylation of Acyclic Branched Dienes with Unstabilized C(sp3) Nucleophiles
Shao, Wen,Besnard, Céline,Guénée, Laure,Mazet, Clément
supporting information, p. 16486 - 16492 (2020/10/26)
Two complementary regiodivergent [(P,N)Ni]-catalyzed hydroalkylations of branched dienes are reported. When amides are employed as unstabilized C(sp3) nucleophiles, a highly regioselective 1,4-addition process is favored. The addition products are obtained in high yield and with excellent stereocontrol of the internal olefin. With use of a chiral ligand and imides as carbon nucleophiles, a 3,4-addition protocol was developed, enabling construction of two contiguous tertiary stereocenters in a single step with moderate to high levels of diastereocontrol and excellent enantiocontrol. Both methods operate under mild reaction conditions, display a broad scope, and show excellent functional group tolerance. The synthetic potential of the 3,4-hydroalkylation reaction was established via a series of postcatalytic modifications.
Direct Enantioselective and Regioselective Alkylation of β,γ-Unsaturated Carboxylic Acids with Chiral Lithium Amides as Traceless Auxiliaries
Yu, Kai,Miao, Bukeyan,Wang, Wenqi,Zakarian, Armen
, (2019/03/19)
Efficient asymmetric alkylation of β,γ-unsaturated carboxylic acids without prior functionalization is enabled by chiral lithium amides. Enantioselectivity is imparted by a putative mixed lithium amide-enediolate aggregate that acts a traceless auxiliary formed in situ, allowing for a direct asymmetric alkylation and a simple recovery of the chiral reagent.
Histone Deacetylase Inhibitors
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Paragraph 0460, (2013/12/04)
This invention relates to generally inhibiting histone deacetylase (“HDAC”) enzymes (e.g., HDAC1, HDAC2, and HDAC3).
HISTONE DEACETYLASE INHIBITORS
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Page/Page column 94-95, (2012/09/21)
This invention relates to generally inhibiting histone deacetylase (HDAC) enzymes (e.g., HDAC1, HDAC2, and HDAC3).
New preparation of (Z)-1-phenyl-3-cyano-2-propen-1-ones
Trabulsi, Houssam,Rousseau, Gerard
experimental part, p. 2123 - 2134 (2011/07/09)
Reaction of γ-phenyl-β,γ-unsaturated hydroxamates with bis(collidine)-bromine(I) hexafluorophosphate led to the formation of cyclic bromo imidates. Reaction of these with triethylamine led to the formation of 3-cyano-2-propen-1-ones with good yields by a
Photoinduced cleavage of N-N bonds of aromatic hydrazines and hydrazides by visible light
Zhu, Mingzhao,Zheng, Nan
supporting information; experimental part, p. 2223 - 2236 (2011/09/15)
A photocatalytic system involving [Ru(bpyrz)(PFH, visible light, and air has been developed for cleavage of the N-N bonds of hydrazines and hydrazides. This catalytic system is generally effective for N,N-disubstituted hydrazine and hydrazide derivatives, including arylhydrazides, N-alkyl-N-arylhydrazines, and N,N-diarylhydrazines. The utility of this cleavage reaction has been demonstrated by synthesizing a variety of secondary aromatic amines. Georg Thieme Verlag Stuttgart ? New York.
Preparation of imino lactones by electrophilic cyclization of β,γ-unsaturated hydroxamates: Formation of 3-cyanoprop-2-en-1-ones through fragmentation reactions
Trabulsi, Houssam,Guillot, Regis,Rousseau, Gerard
experimental part, p. 5884 - 5896 (2011/01/04)
Treatment of γ-disubstituted β,γ-unsaturated hydroxamates with bis(collidine)bromine(I) hexafluorophosphate led mainly to the formation of cyclic bromo imidates - the thermodynamic products. Unsaturated cyclic imidates were then obtained by treatment with
