N-Heterocyclic Carbene Catalyzed Addition of Aldehydes to Diazo Compounds: Stereoselective Synthesis of N-Acylhydrazones

2013 ◽  
Vol 15 (7) ◽  
pp. 1760-1763 ◽  
Author(s):  
Fábio M. F. Santos ◽  
João N. Rosa ◽  
Vânia André ◽  
M. Teresa Duarte ◽  
Luís F. Veiros ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Diazo Compounds

scholarly journals Metal- and Base-Free Electrophilic Addition of 3-Diazooxindoles with H-phosphine Oxides for N–P Bond Formation

2018 ◽  
Vol 42 (2) ◽  
pp. 63-67 ◽  
Author(s):  
Xiu Gu ◽  
Peng Xie ◽  
Jun Jiang ◽  
Yi Wu ◽  
Lisheng Wang
Keyword(s):  
Stereoselective Synthesis ◽  
Bond Formation ◽  
Electrophilic Addition ◽  
Diazo Compounds ◽  
Phosphorus Compounds ◽  
Phosphine Oxides ◽  
Metal Free ◽  
Highly Efficient ◽  
Green Approach

A highly efficient electrophilic addition of 3-diazooxindoles to H-phosphine oxides under metal-free and base-free conditions is established, leading to phosphinic hydrazides. This method has good chemoselectivity and broad substrate diversity, and provides a facile and green approach for N–P bond formation. The stereoselective synthesis represents a unique example of asymmetric electrophilic addition of diazo compounds as N-terminal electrophiles with phosphorus compounds, affording P-stereogenic phosphinic hydrazides with excellent stereoselectivity.

ChemInform Abstract: N-Heterocyclic Carbene Catalyzed Addition of Aldehydes to Diazo Compounds: Stereoselective Synthesis of N-Acylhydrazones.

ChemInform ◽  
2013 ◽  
Vol 44 (32) ◽  
pp. no-no
Author(s):  
Fabio M. F. Santos ◽  
Joao N. Rosa ◽  
Vania Andre ◽  
M. Teresa Duarte ◽  
Luis F. Veiros ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Diazo Compounds
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