One-Pot Regioselective Synthesis of Nitrophenyloxazolinyl Styrene Oxides by the Darzens Reaction of Vicarious Nucleophilic Substitution-Formed Carbanions of 2-Dichloromethyl-4,4-dimethyloxazoline

2004 ◽  
Vol 69 (15) ◽  
pp. 4961-4965 ◽  
Author(s):  
Saverio Florio ◽  
Patrizia Lorusso ◽  
Catia Granito ◽  
Renzo Luisi ◽  
Luigino Troisi
Keyword(s):  
Nucleophilic Substitution ◽  
Regioselective Synthesis ◽  
Darzens Reaction ◽  
One Pot ◽  
Vicarious Nucleophilic Substitution

One-Pot Synthesis of Oxiranes through Vicarious Nucleophilic Substitution (VNS)–Darzens Reaction

Synlett ◽  
2016 ◽  
Vol 27 (17) ◽  
pp. 2443-2446 ◽  
Author(s):  
Mieczysław Mąkosza ◽  
Arkadiusz Sakowicz ◽  
Rafał Loska
Keyword(s):  
Nucleophilic Substitution ◽  
Darzens Reaction ◽  
One Pot ◽  
Vicarious Nucleophilic Substitution ◽  
One Pot Synthesis

First Total Synthesis of a Cytotoxic Derivative of the Natural Product Aaptamine

Synthesis ◽  
2017 ◽  
Vol 49 (12) ◽  
pp. 2768-2774 ◽  
Author(s):  
Srinu Puvvala ◽  
Vinod Jadhav ◽  
Umesh Narkhede ◽  
M. Anji Karun ◽  
Ch. Venkata Ramana Reddy
Keyword(s):  
Total Synthesis ◽  
Nucleophilic Substitution ◽  
Natural Product ◽  
Ring Closure ◽  
One Pot ◽  
Vicarious Nucleophilic Substitution ◽  
Synthetic Sequence

A synthetic sequence to the benzonaphthyridinone framework is described. The key step is a one-pot, base-catalyzed vicarious nucleophilic substitution followed by ring closure. Additionally, the synthesis represents the application of a vicarious nucleophilic substitution in the total synthesis of a cytotoxic aaptamine derivative.

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