KaydedilenlerDerginizi ekleyin

Dergiler / Turkish Journal of Chemistry / 2019 / Cilt: 43 - Sayı: 2

Chiral 1,4-aminoalkylphenols for enantioselective diethylzinc addition to aldehydes

Tahir TİLKİ
Erkan ERTÜRK
Ömer DİLEK
Mustafa Ali TEZEREN
Sayfa
612–623
Yayın Tarihi
2022-11-04
DOI
—
🏛️Bu makalenin bibliyografik verileri ve tam metin bağlantısı DergiPark üzerinden sağlanmıştır.
DergiPark Kaydı ↗
✨

Yapay Zeka Hızlı Bakış & Çıkarımlar

AI Insight
⚡ TL;DR(1 Cümlede Hızlı Çıkarım)

High yields and enantioselectivities(e.g., 95% yield and 82% ee) were achieved.

📌 3 Maddede Bu Makale

🎯
Amaç & Hipotez:Starting from a chiral secondary alcohol, novel enantiopure 1,4-aminoalkylphenols (AAPs) were prepared byexploiting conventional organic transformations such as the Mitsunobu reaction, Eschweiler–Clarke N -methylation, anddemethylation of anisoles.
📊
Temel Bulgular & Veri:The catalytic activity of the 1,4-AAPs was investigated in enantioselective Et 2 Zn addition tobenzaldehyde.
💡
Sonuç & Katkı:High yields and enantioselectivities(e.g., 95% yield and 82% ee) were achieved.
🔬Tür:Araştırma Makalesi
📍Kapsam:Genişletilmiş Akademik Örneklem
⚙️Değişkenler:Alan Parametreleri

Abstract

Starting from a chiral secondary alcohol, novel enantiopure 1,4-aminoalkylphenols (AAPs) were prepared byexploiting conventional organic transformations such as the Mitsunobu reaction, Eschweiler–Clarke N -methylation, anddemethylation of anisoles. The catalytic activity of the 1,4-AAPs was investigated in enantioselective Et 2 Zn addition tobenzaldehyde. They were found to accelerate the Et 2 Zn addition to benzaldehyde. High yields and enantioselectivities(e.g., 95% yield and 82% ee) were achieved.

🔖

Bu Makaleye Atıf Yap

TİLKİ, T., ERTÜRK, E., DİLEK, Ö., TEZEREN, M. A. (2022). Chiral 1,4-aminoalkylphenols for enantioselective diethylzinc addition to aldehydes. Turkish Journal of Chemistry, Cilt: 43 - Sayı: 2, 612–623. https://ajindex.com/articles/601675

📄 Tam Metin PDF Okuyucu

📄

PDF görüntüleyici hazırlanıyor...

Kaynakça (27)

  1. Ojima, I. Catalytic Asymmetric Synthesis, 3rd ed.; Ojima, I., Ed.; Wiley: Hoboken, NJ, USA, 2010
  2. Berkessel, A.; Gröger, H. Asymmetric Organocatalysis; Wiley-VCH: Weinheim, Germany, 2005
  3. Cardellicchio, C.; Capozzi, M. A. M.; Naso, F. Tetrahedron Asymmetry 2010, 21, 507-517
  4. Dong, Y.; Li, R.; Lu, J.; Xu, X.; Wang, X.; Hu, Y. J. Org. Chem. 2005, 70, 8617-8620
  5. Kanemitsu, T.; Asajima, Y.; Shibata, T.; Miyazaki, M.; Nagata, K.; Itoh, T. Heterocycles 2011, 83, 2525-2534
  6. Kanemitsu, T.; Toyoshima, E.; Miyazaki, M.; Nagata, K.; Itoh, T. Heterocycles 2010, 81, 2781-2792
  7. Ying, Y.; Chai, Z.; Wang, H. F.; Li, P.; Zheng, C. W.; Zhao, G.; Cai, Y. P. Tetrahedron 2011, 67, 3337-3342
  8. Iwabuchi, Y.; Nakatani, M.; Yokoyama, N.; Hatakeyama, S. J. Am. Chem. Soc. 1999, 121, 10219-10220
  9. Shi, M.; Xu, Y. M. Angew. Chem. Int. Ed. 2002, 41, 4507-4510
  10. Li, H.; Wang, Y.; Tang, L.; Deng, L. J. Am. Chem. Soc. 2004, 126, 9906-9907
  11. Li, H.; Song, J.; Liu, X.; Deng, L. J. Am. Chem. Soc. 2005, 127, 8948-8949
  12. Li, H.; Wang, Y.; Tang, L.; Wu, F.; Liu, X.; Guo, C.; Foxman, B. M.; Deng, L. Angew. Chem. Int. Ed. 2005, 44, 105-108
  13. Wang, Y.; Liu, X.; Deng, L. J. Am. Chem. Soc. 2006, 128, 3928-3930
  14. Wu, F.; Li, H.; Hong, R.; Deng, L. Angew. Chem. Int. Ed. 2006, 45, 947-950
  15. Wu, F.; Hong, R.; Khan, J.; Liu, X.; Deng, L. Angew. Chem. Int. Ed. 2006, 45, 4301-4305
  16. Guo, C.; Xue, M. X.; Zhu, M. K.; Gong, L. Z. Angew. Chem. Int. Ed. 2008, 47, 3414-3417
  17. Bandini, M.; Sinisi, R.; Umani-Ronchi, A. Chem. Commun. 2008, 4360-4362
  18. Cheng, L.; Liu, L.; Jia, H.; Wang, D.; Chen, Y. J. J. Org. Chem. 2009, 74, 4650-4653
  19. Li, H.; Wang, B.; Deng, L. J. Am. Chem. Soc. 2006, 128, 732-733
  20. Xiao, X.; Xie, Y.; Su, C.; Liu, M.; Shi, Y. J. Am. Chem. Soc. 2011, 133, 12914-12917
  21. Xie, Y.; Pan, H.; Liu, M.; Xiao, X.; Shi, Y. Chem. Soc. Rev. 2015, 44, 1740-1748
  22. Saaby, S.; Bella, M.; Jørgensen, K. A. J. Am. Chem. Soc. 2004, 126, 8120-8121
  23. Staben, S. T.; Linghu, X.; Toste, F. D. J. Am. Chem. Soc. 2006, 128, 12658-12659
  24. Kano, T.; Takeda, M.; Sakamoto, R.; Maruoka, K. J. Org. Chem. 2014, 79, 4240-4244
  25. Yang, X. F.; Wang, Z. H.; Koshizawa, T.; Yasutake, M.; Zhang, G. Y.; Hirose, T. Tetrahedron Asymmetry 2007, 18, 1257-1263
  26. Kodama, K.; Hayashi, N.; Yoshida, Y.; Hirose, T. Tetrahedron 2016, 72, 1387-1394
  27. Rhile, I. J.; Markle, T. F.; Nagao, H.; DiPasquale, A. G.; Lam, O. P.; Lockwood, M. A.; Rotter, K.; Mayer, J. M. J. Am. Chem.