Synthesis and Identification of New Chiral Compounds Containing Azomethine Ylide Core

Yıl 2017, Cilt: 38 Sayı: 2, 264 - 274, 24.04.2017

Mustafa Kemal Gümüş

https://doi.org/10.17776/cumuscij.297283

Cited By: 1

Öz

In
the present study, 14 new dialkyl
(2-oxo-2-{[(1S)-1-phenylethyl]amino}ethyl)dithioimidocarbonate and dialkyl
(2-oxo-2-{[(1SR)-1-phenylethyl]amino}ethyl)dithioimidocarbonate (4a-n) chiral
compuonds were synthesized starting from glycine salts (1). These compounds
contain the azomethine ylide core, which is used as 1,3-dipole reactant in
1,3-dipolar cycloaddition reactions. Furthermore, the synthesized azomethine
compounds contain a chiral amide function as a substituent. These compounds
were characterized by different spectroscopic techniques (IR, ¹H
NMR, ¹³C NMR ve COSY NMR).

Anahtar Kelimeler

azomethine ylide, chiral, glycine salt, Amide function, 1, 3-dipolar cycloaddition, glycine salt

Azometin Yilür Çekirdeği İçeren Yeni Kiral Bileşiklerin Sentezi ve Yapılarının Aydınlatılması

Öz

Bu
çalışmada 14 adet kiral yapıda yeni dialkil
(2-okso-2-{[(1S)-1-feniletil]amino}etil) ditiyoimidokarbonat ve
(2-okso-2-{[(1R)-1-feniletil]amino}etil)ditiyoimidokarbonat bileşiği (4a-n)
glisin tuzlarından (1) başlanılarak sentezlenmiştir. Bu bileşikler 1,3-dipolar
siklokatılma tepkimelerinde 1,3-dipol reaktifi olarak kullanılan azometin yilür
çekirdeği içermektedir. Ayrıca sentezlenen azometin yilür bileşikleri
substituent olarak kiral bir amit fonksiyonu da içermektedir. Bu bileşiklerin
yapıları farklı spektroskopik yöntemler (IR, ¹H NMR, ¹³C
NMR ve COSY NMR) kullanılarak karakterize edilmiştir.

Anahtar Kelimeler

amit fonksiyonu, azometin yilür, 1 3-dipolar siklokatılma, glisin tuzu, kiral

Kaynakça

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