Issue

Vol. 27 No. 2 (2015): Vol 27 Issue 2

Copyright (c) 2015 AJC

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis of C6 Acetylenic Alcohols

https://doi.org/10.14233/ajchem.2015.17094
Shuai Pu
College of Chemistry, Sichuan University, Chengdu 610064, P.R. China
Ai Gui Zhang
College of Chemistry, Sichuan University, Chengdu 610064, P.R. China
Shao Feng Zhang
College of Chemistry, Sichuan University, Chengdu 610064, P.R. China
Yu Liang Wang
College of Chemistry, Sichuan University, Chengdu 610064, P.R. China

Corresponding Author(s) : Yu Liang Wang

chemwang2008@163.com; 13980956073@163.com

Asian Journal of Chemistry, Vol. 27 No. 2 (2015): Vol 27 Issue 2

Abstract

C6 acetylenic alcohols are important intermediates in the synthesis of Vitamin A and carotenoids. New synthesis methods of the C6 acetylenic alcohols and their four derivatives are reported. These designed synthesis methods are useful improvement to the present methodologies. Structures of these compounds are confirmed by 1H NMR, IR and mass spectra analysis.

Keywords

C6 acetylenic alcohols Vitamin A Carotenoids
Pu, S., Gui Zhang, A., Feng Zhang, S., & Liang Wang, Y. (2015). Synthesis of C6 Acetylenic Alcohols. Asian Journal of Chemistry, 27(2), 635–638. https://doi.org/10.14233/ajchem.2015.17094
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX
References
  1. E.R.H. Jones, J. Chem. Soc., 754 (1950); doi:10.1039/jr9500000754.
  2. B. Werne and N. Thomas, WO2012175398 (2012).
  3. V.R. Preedy, Vitamin A and Carotenoids: Chemistry, Analysis, Function and Effects, RSC Publishing: Cambridge (2012).
  4. M. Eggersdorfer, D. Laudert, U. Létinois, T. McClymont, J. Medlock, T. Netscher and W. Bonrath, Angew. Chem. Int. Ed., 51, 12960 (2012); doi:10.1002/anie.201205886.
  5. M. Rosenberger, P. McDougal and J. Bahr, J. Org. Chem., 47, 2130 (1982); doi:10.1021/jo00132a028.
  6. E. Hansgeorg and D. Walter, US Patent 5455362 (1995).
  7. F. Kienzle and H. Mayer, Helv. Chim. Acta, 61, 2609 (1978); doi:10.1002/hlca.19780610732.
  8. I. Heilbron, J. Chem. Soc., 386 (1948); doi:10.1039/JR9480000386.
  9. J. CymermanI. M. HeilbronA. W. JohnsonE. R. H. Jones. J. Cymerman, I.M. Heilbron, A.W. Johnson and E.R.H. Jones, J. Chem. Soc., 141 (1944); doi:10.1039/jr9440000141.
  10. K.R. Martin, C.W. Kamienski, M.H. Dellinger and R.O. Bach, J. Org. Chem., 33, 778 (1968); doi:10.1021/jo01266a060.
  11. J. CymermanI. M. HeilbronE. R. H. Jones. J. Cymerman, I.M. Heilbron and E.R.H. Jones, J. Chem. Soc., 90 (1945); doi:10.1039/jr9450000090.
  12. S.H. Lee and S.T. Kadam, Appl. Organomet. Chem., 25, 608 (2011); doi:10.1002/aoc.1809.
  13. A. Fürstner, L.C. Bouchez, L. Morency, J.A. Funel, V. Liepins, F.H. Porée, R. Gilmour, D. Laurich, F. Beaufils and M. Tamiya, Chem. Eur. J., 15, 3983 (2009); doi:10.1002/chem.200802067.
  14. D. Buser, H. Pauling, A. Thum and W. Bonrath, Molecules, 7, 341 (2002); doi:10.3390/70300341.
  15. A. K. GhoshJ. F. Li. A.K. Ghosh and J. Li, Org. Lett., 11, 4164 (2009); doi:10.1021/ol901691d.
  16. M. Feliks and E. Rimma, SU1198080 (1985).
  17. E.E. Boehm, V. Thaller and M.C. Whiting, J. Chem. Soc., 2535 (1963); doi:10.1039/jr9630002535.
  18. A.N. Chang, Doctoral Dissertation, Total Synthesis of (3R, 3'R, 6'R)-Lutein, (3R, 3'R)-Zeaxanthin and Their Stereoisomers, University of Maryland, USA (2008).
  19. O. Robles and F.E. McDonald, Org. Lett., 10, 1811 (2008); doi:10.1021/ol800659z.
  20. E.V. Dehmlow and M. Lissel, Tetrahedron Lett., 17, 1783 (1976); doi:10.1016/S0040-4039(00)93782-1.
  21. A. Mames, S. Stecko, P. Mikołajczyk, M. Soluch, B. Furman and M. Chmielewski, J. Org. Chem., 75, 7580 (2010); doi:10.1021/jo101355h.
Read More
Author biographies is not available.
Download
PDF
Statistic
Read Counter : 2 Download : 1