Premium
Synthesis of Chiral Aziridines from Glycals: Application in the Synthesis of a Piperidine–Azepine Fused Derivative
Author(s) -
Thakur Rima,
Rawal Girish K.,
Vankar Yashwant D.
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700624
Subject(s) - azepine , chemistry , piperidine , derivative (finance) , vicinal , combinatorial chemistry , stereochemistry , organic chemistry , financial economics , economics
Vicinal chloroamines derived from glycals have been converted into the corresponding chiral aziridines. Although the formation of a tetrahydrofuran derivative is also possible, reaction conditions were developed to give the azirdines exclusively. One of the aziridines is closely related to a compound used in the synthesis of an advanced intermediate en route to Zanamivir, an antiviral agent. Furthermore, one of the aziridines was converted into a piperidine–azepine fused derivative.