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Enantioselective Addition of Cyanide to CF 3 ‐Substituted Alkylidenemalonates: Construction of Trifluoromethylated All‐Carbon Quaternary Stereocenters
Author(s) -
Jakhar Ajay,
Nazish Mohd,
Gupta Naveen,
Khan Noorul H.,
Kureshy Rukhsana I.
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201800113
Subject(s) - stereocenter , enantioselective synthesis , cyanation , chemistry , cinchona , cyanide , nitrile , chirality (physics) , yield (engineering) , organic chemistry , stereochemistry , catalysis , medicinal chemistry , materials science , chiral symmetry breaking , physics , quantum mechanics , quark , nambu–jona lasinio model , metallurgy
The construction of a new class of chiral organofluorine compounds with an all‐carbon stereocenter bearing a CF 3 group was disclosed. The cinchona alkaloid based phase transfer catalyzed asymmetric conjugated cyanation of CF 3 substituted alkylidene malonates have been developed. The nitrile products were achieved in excellent yield with good enantioselectivity. The chirality of product increased up to 98% by recrystallization.