187974-82-9Relevant academic research and scientific papers
One-pot synthesis of protected homoallyl amines
Veenstra, Siem J.,Schmid, Priska
, p. 997 - 1000 (1997)
An efficient one-pot procedure for the synthesis of protected homoallyl amines from aldehydes or aldehyde acetals, carbamates and allyltrimethylsilane under influence of borontrifluoride etherate was developed. Scope and limitations of the aldehyde and carbamate components are reported.
Directed nickel-catalyzed negishi cross coupling of alkyl aziridines
Nielsen, Daniel K.,Huang, Chung-Yang,Doyle, Abigail G.
, p. 13605 - 13609 (2013/09/24)
Herein we report a nickel-catalyzed C-C bond-forming reaction between simple alkyl aziridines and organozinc reagents. This method represents the first catalytic cross-coupling reaction employing a nonallylic and nonbenzylic Csp3-N bond as an electrophile. Key to its success is the use of a new N-protecting group (cinsyl or Cn) bearing an electron-deficient olefin that directs oxidative addition and facilitates reductive elimination. Studies pertinent to elucidation of the mechanism of cross coupling are also presented.
Stereocontrolled intramolecular nitrile oxide cycloaddition reaction using a gauche-gauche interaction
Noguchi, Michihiko,Tsukimoto, Aiko,Kadowaki, Ayako,Hikata, Jun,Kakehi, Akikazu
, p. 3539 - 3542 (2008/02/06)
A gauche-gauche interaction is proposed as a powerful controlling factor for the stereochemistry in the intramolecular nitrile oxide cycloaddition reaction derived from N-protected 3-(N-allylamino)propionaldehyde and 2-(N-homoallylamino)acetaldehyde oxime
