scholarly journals Chiral phosphine-catalyzed tunable cycloaddition reactions of allenoates with benzofuranone-derived olefins for a highly regio-, diastereo- and enantioselective synthesis of spiro-benzofuranones

2015 ◽  
Vol 6 (12) ◽  
pp. 7319-7325 ◽  
Author(s):  
De Wang ◽  
Guo-Peng Wang ◽  
Yao-Liang Sun ◽  
Shou-Fei Zhu ◽  
Yin Wei ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
Cycloaddition Reactions ◽  
Catalytic Asymmetric

The first regioselective catalytic asymmetric [3 + 2] cycloaddition of benzofuranone-derived olefins with allenoates and substituted allenoates has been developed in the presence of (R)-SITCP.

scholarly journals Enantioselective synthesis of (−)-chloramphenicol via silver-catalysed asymmetric isocyanoacetate aldol reaction

2016 ◽  
Vol 14 (1) ◽  
pp. 93-96 ◽  
Author(s):  
Allegra Franchino ◽  
Pavol Jakubec ◽  
Darren J. Dixon
Keyword(s):  
Aldol Reaction ◽  
Enantioselective Synthesis ◽  
Asymmetric Aldol ◽  
Asymmetric Aldol Reaction ◽  
Catalytic Asymmetric

A concise synthesis of (−)-chloramphenicol, based on the catalytic asymmetric aldol reaction between 4-nitrobenzaldehyde and benzhydryl isocyanoacetate, is reported.

scholarly journals Catalytic asymmetric cycloaddition reactions of enoldiazo compounds

2019 ◽  
Vol 17 (17) ◽  
pp. 4183-4195 ◽  
Author(s):  
Kostiantyn O. Marichev ◽  
Michael P. Doyle
Keyword(s):  
Cycloaddition Reactions ◽  
Asymmetric Catalytic ◽  
Recent Advances ◽  
Catalytic Asymmetric

Review of recent advances in asymmetric catalytic cycloaddition reactions of silyl-protected enoldiazo compounds.

scholarly journals Direct access to spirocycles by Pd/WingPhos-catalyzed enantioselective cycloaddition of 1,3-enynes

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Long Li ◽  
Shan Wang ◽  
Pengfei Luo ◽  
Ran Wang ◽  
Zheng Wang ◽  
...  
Keyword(s):  
Drug Discovery ◽  
Functional Groups ◽  
Organic Synthesis ◽  
Enantioselective Synthesis ◽  
Direct Access ◽  
Cycloaddition Reactions ◽  
Drug Discovery And Development ◽  
Spirocyclic Compounds ◽  
And Control ◽  
By Products

AbstractSpirocycles play an important role in drug discovery and development. The direct, catalytic, and enantioselective synthesis of spirocycles from readily available starting materials and in an atom economic manner remains a highly sought-after task in organic synthesis. Herein, an enantioselective Pd-hydride-catalyzed cycloaddition method for the synthesis of spirocyclic compounds directly from two classes of commonly available starting materials, 1,3-enynes and cyclic carbon−hydrogen (C−H) bonds, is reported. The reactions employ a chiral Pd/WingPhos catalyst to both suppress the formation of bis-allenyl by-products and control the stereoselectivity. 1,3-Enynes are used as dielectrophilic four-carbon units in the cycloaddition reactions, which also enables an enyne substrate-directed enantioselectivity switch with good levels of stereocontrol. The present spirocycle synthesis tolerates a broad range of functional groups of 1,3-enyne substrates, including alcohols, esters, nitriles, halides, and olefins. A variety of diverse cyclic nucleophiles, including pharmaceutically important heterocycles and carbocycles, can be flexibly incorporated with spiro scaffolds.

Enantioselective Synthesis of β-Trifluoromethyl-β-lactones via NHC-Catalyzed Ketene−Ketone Cycloaddition Reactions

2009 ◽  
Vol 11 (18) ◽  
pp. 4029-4031 ◽  
Author(s):  
Xiao-Na Wang ◽  
Pan-Lin Shao ◽  
Hui Lv ◽  
Song Ye
Keyword(s):  
Enantioselective Synthesis ◽  
Cycloaddition Reactions
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