scholarly journals N-Heterocyclic carbene-catalyzed direct cross-aza-benzoin reaction: Efficient synthesis of α-amino-β-keto esters

2012 ◽  
Vol 8 ◽  
pp. 1499-1504 ◽  
Author(s):  
Takuya Uno ◽  
Yusuke Kobayashi ◽  
Yoshiji Takemoto
Keyword(s):  
Reaction Mechanism ◽  
Cross Coupling ◽  
Catalytic Synthesis ◽  
Efficient Synthesis ◽  
Thermodynamic Control ◽  
Keto Esters ◽  
Direct Cross

An efficient catalytic synthesis of α-amino-β-keto esters has been newly developed. Cross-coupling of various aldehydes with α-imino ester, catalyzed by N-heterocyclic carbene, leads chemoselectively to α-amino-β-keto esters in moderate to good yields with high atom efficiency. The reaction mechanism is discussed, and it is proposed that the α-amino-β-keto esters are formed under thermodynamic control.

Copper-catalyzed direct cross-coupling of 1,3,4-oxadiazoles with N-tosylhydrazones: efficient synthesis of benzylated 1,3,4-oxadiazoles

RSC Advances ◽  
2013 ◽  
Vol 3 (43) ◽  
pp. 20538 ◽  
Author(s):  
N. Salvanna ◽  
Gandolla Chinna Reddy ◽  
Bethapudi Rama Rao ◽  
Biswanath Das
Keyword(s):  
Cross Coupling ◽  
Efficient Synthesis ◽  
Direct Cross

ChemInform Abstract: Palladium-Catalyzed Direct Cross-Coupling Reaction Between Indenes and Electron-Deficient Alkenes.

ChemInform ◽  
2010 ◽  
Vol 41 (43) ◽  
pp. no-no
Author(s):  
Yun-He Xu ◽  
Wee-Jian Wang ◽  
Zhen-Kang Wen ◽  
Joshua Jonathan Hartley ◽  
Teck-Peng Loh
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction ◽  
Direct Cross ◽  
Palladium Catalyzed

ChemInform Abstract: Formal Direct Cross-Coupling of Phenols with Amines.

ChemInform ◽  
2016 ◽  
Vol 47 (15) ◽  
pp. no-no
Author(s):  
Zhengwang Chen ◽  
Huiying Zeng ◽  
Simon A. Girard ◽  
Feng Wang ◽  
Ning Chen ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Direct Cross

Differentially Protected Benzenediboronic Acids:  Divalent Cross-Coupling Modules for the Efficient Synthesis of Boron-Substituted Oligoarenes

2008 ◽  
Vol 10 (3) ◽  
pp. 377-380 ◽  
Author(s):  
Hiroyoshi Noguchi ◽  
Takayuki Shioda ◽  
Chih-Ming Chou ◽  
Michinori Suginome
Keyword(s):  
Cross Coupling ◽  
Efficient Synthesis

Ether Synthesis through Reductive Cross-Coupling of Ketones with Alcohols Using Me2SiHCl as both Reductant and Lewis Acid

Synlett ◽  
2017 ◽  
Vol 28 (18) ◽  
pp. 2425-2428 ◽  
Author(s):  
Bill Morandi ◽  
Yong Lee
Keyword(s):  
Functional Groups ◽  
Lewis Acid ◽  
Carbonyl Compounds ◽  
Cross Coupling ◽  
Wide Range ◽  
Direct Cross ◽  
Sterically Hindered ◽  
Polar Functional Groups ◽  
Ether Synthesis ◽  
Dialkyl Ethers

We report that a Lewis acidic silane, Me2SiHCl, can mediate the direct cross-coupling of a wide range of carbonyl compounds with alcohols to form dialkyl ethers. The reaction is operationally simple, tolerates a range of polar functional groups, can be utilized to make sterically hindered ethers, and is extendable to sulfur and nitrogen nucleo­philes.

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