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Stereospecific Al‐Catalysed Tandem C−N / C−Se Bond Formation of Isoselenocyanates with Aziridines: Synthesis and DFT Study
Author(s) -
Satheesh Vanaparthi,
Srivastava Hemant Kumar,
Kumar Sundaravel Vivek,
Sengoden Mani,
Punniyamurthy Tharmalingam
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201801116
Subject(s) - chemistry , stereospecificity , tandem , substrate (aquarium) , stereochemistry , catalysis , cascade reaction , selectivity , scope (computer science) , combinatorial chemistry , computational chemistry , organic chemistry , materials science , oceanography , composite material , geology , computer science , programming language
Al‐catalyzed stereospecific tandem C−N / C−Se bond formation of chiral aziridines with isoselenocyanates is described with 90–99% ee and 77–91% yields. The mechanistic investigation using the computational study suggests that the reaction involves a concerted pathway (S N 2). The selectivity and substrate scope are the important practical features.