Stereoselective synthesis of 3-spiropiperidino indoleninesviaSN2-type ring opening of activated aziridines with 1H-indoles/Pd-catalyzed spirocyclization with propargyl carbonates

2018 ◽  
Vol 54 (62) ◽  
pp. 8583-8586 ◽  
Author(s):  
Sajan Pradhan ◽  
Chandan Kumar Shahi ◽  
Aditya Bhattacharyya ◽  
Manas K. Ghorai
Keyword(s):  
Lewis Acid ◽  
Ring Opening ◽  
Stereoselective Synthesis ◽  
Synthetic Route ◽  
Acid Catalyzed ◽  
High Yields

A novel synthetic route to 3-spiropiperidino indoleninesviaLewis acid catalyzed SN2-type ring opening of activated aziridines with 1H-indoles followed by Pd-catalyzed spirocyclization with propargyl carbonates in high yields (up to 88%) with excellent diastereo- and enantiospecificity (dr >99 : 1; ee up to >99) is reported.

Facile Synthesis of Oxime Amino Ethers via Lewis Acid Catalyzed SN2-Type Ring Opening of Activated Aziridines with Aryl Aldehyde Oximes

Synlett ◽  
2020 ◽  
Vol 31 (07) ◽  
pp. 708-712
Author(s):  
Aditya Bhattacharyya ◽  
Subhomoy Das ◽  
Navya Chauhan ◽  
Pronay K. Biswas ◽  
Manas K. Ghorai
Keyword(s):  
Lewis Acid ◽  
Ring Opening ◽  
Facile Synthesis ◽  
Simple Strategy ◽  
Wide Range ◽  
Aryl Aldehyde ◽  
Acid Catalyzed ◽  
High Yields

A simple strategy to access a wide range of substituted oxime amino ethers in good to high yields via Lewis acid catalyzed SN2-type ring opening of activated aziridines with aryl aldehyde oximes is reported.

Synthetic route to chiral indolines via Cu(OAc)2-catalyzed ring-opening/C(sp2)–H activation of activated aziridines

2017 ◽  
Vol 53 (74) ◽  
pp. 10263-10266 ◽  
Author(s):  
Abhijit Mal ◽  
Gaurav Goswami ◽  
Imtiyaz Ahmad Wani ◽  
Manas K. Ghorai
Keyword(s):  
Lewis Acid ◽  
Ring Opening ◽  
Synthetic Route ◽  
One Pot ◽  
Acid Catalyzed

A novel synthetic route to functionalized indolinesviaLewis acid catalyzed ring-opening of activated aziridines followed by Cu(OAc)2-mediated intramolecular C–H amination in one-pot with excellent enantio- and diastereospecificity (ee 99%; de >99%).

Stereoselective Synthesis of C-Ketosides by Lewis Acid Catalyzed C-Glycosylation of Alkynyl-Ketoses.

ChemInform ◽  
2003 ◽  
Vol 34 (14) ◽  
Author(s):  
Ana M. Gomez ◽  
Clara Uriel ◽  
Serafin Valverde ◽  
Slawomir Jarosz ◽  
J. Cristobal Lopez
Keyword(s):  
Lewis Acid ◽  
Stereoselective Synthesis ◽  
Acid Catalyzed
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