scholarly journals An Atom-Economic and Selective Ruthenium-Catalyzed Redox Isomerization of Propargylic Alcohols. An Efficient Strategy for the Synthesis of Leukotrienes

2008 ◽  
Vol 130 (36) ◽  
pp. 11970-11978 ◽  
Author(s):  
Barry M. Trost ◽  
Robert C. Livingston
Keyword(s):  
Propargylic Alcohols ◽  
Efficient Strategy ◽  
Redox Isomerization

Total syntheses of melodienones by redox isomerization of propargylic alcohols

2021 ◽  
Author(s):  
Chunmao Dong ◽  
Weiwei Peng ◽  
Huan Wang ◽  
Xiao Zhang ◽  
Jun Zhang ◽  
...  
Keyword(s):  
Total Syntheses ◽  
Propargylic Alcohols ◽  
Rapid Construction ◽  
Redox Isomerization

A remarkable base-promoted methodology for rapid construction of the (E)- and (Z)-γ-oxo-α,β-alkenoic esters skeleton involved with readily accessed vinyl propargylic alcohols through modified redox isomerization was uncovered. This approach manifested...

Remote C(sp3)–H vinylation via radical-mediated consecutive fission of C–H and C–C bonds

2020 ◽  
Vol 7 (19) ◽  
pp. 2981-2985
Author(s):  
Tao Niu ◽  
Shan Yang ◽  
Xinxin Wu ◽  
Chen Zhu
Keyword(s):  
Propargylic Alcohols

Described herein is a radical-mediated vinylation of the remote C(sp3)–H bonds of propargylic alcohols.

A Memory-efficient Strategy for the FDTD Implementation Applied to the Photonic Crystals Problems

PIERS Online ◽  
2007 ◽  
Vol 3 (4) ◽  
pp. 374-378 ◽  
Author(s):  
Yu Liu ◽  
Ziqiang Yang ◽  
Zheng Liang ◽  
Limei Qi
Keyword(s):  
Photonic Crystals ◽  
Efficient Strategy ◽  
Memory Efficient

Gold Catalyzed Hydroamination of Propargylic Alcohols: Controlling Divergent Reaction Pathways to Access 1,3-Aminoalcohols, 3-Hydroxyketones or 3-Aminoketones

2018 ◽  
Author(s):  
Victor Laserna ◽  
Tom Sheppard
Keyword(s):  
Gold Catalysis ◽  
Reaction Pathways ◽  
High Yield ◽  
Reaction Conditions ◽  
Propargylic Alcohols ◽  
Catalytic Quantity ◽  
Selective Formation ◽  
General Method

A versatile approach to the valorization of propargylic alcohols is reported, enabling controlled access to three different products from the same starting materials. Firstly, a general method for the hydroamination of propargylic alcohols with anilines is described using gold catalysis to give 3-hydroxy imines with complete regioselectivity. These 3-hydroxyimines can be reduced to give 1,3-aminoalcohols with high syn seletivity. Alternatively, by using a catalytic quantity of aniline, 3-hydroxyketones can be obtained in high yield directly from propargylic alcohols. Further manipulation of the reaction conditions enables the selective formation of 3-aminoketones via a rearrangement/hydroamination pathway.<br>

Cascade CuH-Catalyzed Conversion of Alkynes to Enantioenriched 1,1-Disubstituted Products

2019 ◽  
Author(s):  
De-Wei Gao ◽  
Yang Gao ◽  
Huiling Shao ◽  
Tian-Zhang Qiao ◽  
Xin Wang ◽  
...  
Keyword(s):  
Organic Synthesis ◽  
Medicinal Chemistry ◽  
Proteasome Inhibitors ◽  
Building Blocks ◽  
Unique Role ◽  
Efficient Strategy ◽  
Carbon Centers ◽  
Rapid Access ◽  
Cascade Catalysis ◽  
Privileged Scaffolds

Enantioenriched <i>α</i>-aminoboronic acids play a unique role in medicinal chemistry and have emerged as privileged pharmacophores in proteasome inhibitors. Additionally, they represent synthetically useful chiral building blocks in organic synthesis. Recently, CuH-catalyzed asymmetric alkene hydrofunctionalization has become a powerful tool to construct stereogenic carbon centers. In contrast, applying CuH cascade catalysis to achieve reductive 1,1-difunctionalization of alkynes remains an important, but largely unaddressed, synthetic challenge. Herein, we report an efficient strategy to synthesize <i>α</i>-aminoboronates <i>via </i>CuH-catalyzed hydroboration/hydroamination cascade of readily available alkynes. Notably, this transformation selectively delivers the desired 1,1-heterodifunctionalized product in favor of alternative homodifunctionalized, 1,2-heterodifunctionalized, or reductively monofunctionalized byproducts, thereby offering rapid access to these privileged scaffolds with high chemo-, regio- and enantioselectivity.<br>

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