Synthesis of New Medium- and Large- Sized Racemic and Chiral Lactones

Hasniye Yaşa; Ayşe Sergüzel Yusufoğlu

doi:10.18596/jotcsa.372628

EN

Synthesis of New Medium- and Large- Sized Racemic and Chiral Lactones

Abstract

Successive reaction of long chain w-1, w-2, w-4 and w-5 hydroxycarboxylic acids 1a-1e with a cyanuric chloride (CC) and triethylamine afforded the corresponding racemic lactones 2a-2e in high yields. Optically pure R lactones 4a-4e were synthesized stereoselectively by porcine pancreas lipase-catalysed resolution of racemic 2a-2e. The resolution conditions were investigated, determined and optical rotations were measured. The mentioned chiral lactones were synthesized by this method for the first time. The obtained racemic and chiral lactones were analysed by NMR, IR, Mass, optical rotation and C,H analysis.

Keywords

Synthesis,medium and large ring,lactone

References

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Details

Primary Language

English

Subjects

Chemical Engineering

Journal Section

Research Article

Authors

Hasniye Yaşa ^*
Istanbul University, Engineering Faculty, Chemistry Department, Organic Chemistry Division
Türkiye

Ayşe Sergüzel Yusufoğlu
Türkiye

Publication Date

January 1, 2018

Submission Date

December 29, 2017

Acceptance Date

March 16, 2018

Published in Issue

Year 2018 Volume: 5 Number: 2

DOI

https://doi.org/10.18596/jotcsa.372628

IZ

https://izlik.org/JA85PK23XJ

Cite

RIS / Bibtex

APA

Yaşa, H., & Yusufoğlu, A. S. (2018). Synthesis of New Medium- and Large- Sized Racemic and Chiral Lactones. Journal of the Turkish Chemical Society Section A: Chemistry, 5(2), 539-550. https://doi.org/10.18596/jotcsa.372628

AMA

1.Yaşa H, Yusufoğlu AS. Synthesis of New Medium- and Large- Sized Racemic and Chiral Lactones. JOTCSA. 2018;5(2):539-550. doi:10.18596/jotcsa.372628

Chicago

Yaşa, Hasniye, and Ayşe Sergüzel Yusufoğlu. 2018. “Synthesis of New Medium- and Large- Sized Racemic and Chiral Lactones”. Journal of the Turkish Chemical Society Section A: Chemistry 5 (2): 539-50. https://doi.org/10.18596/jotcsa.372628.

EndNote

Yaşa H, Yusufoğlu AS (January 1, 2018) Synthesis of New Medium- and Large- Sized Racemic and Chiral Lactones. Journal of the Turkish Chemical Society Section A: Chemistry 5 2 539–550.

IEEE

[1]H. Yaşa and A. S. Yusufoğlu, “Synthesis of New Medium- and Large- Sized Racemic and Chiral Lactones”, JOTCSA, vol. 5, no. 2, pp. 539–550, Jan. 2018, doi: 10.18596/jotcsa.372628.

ISNAD

Yaşa, Hasniye - Yusufoğlu, Ayşe Sergüzel. “Synthesis of New Medium- and Large- Sized Racemic and Chiral Lactones”. Journal of the Turkish Chemical Society Section A: Chemistry 5/2 (January 1, 2018): 539-550. https://doi.org/10.18596/jotcsa.372628.

JAMA

1.Yaşa H, Yusufoğlu AS. Synthesis of New Medium- and Large- Sized Racemic and Chiral Lactones. JOTCSA. 2018;5:539–550.

MLA

Yaşa, Hasniye, and Ayşe Sergüzel Yusufoğlu. “Synthesis of New Medium- and Large- Sized Racemic and Chiral Lactones”. Journal of the Turkish Chemical Society Section A: Chemistry, vol. 5, no. 2, Jan. 2018, pp. 539-50, doi:10.18596/jotcsa.372628.

Vancouver

1.Hasniye Yaşa, Ayşe Sergüzel Yusufoğlu. Synthesis of New Medium- and Large- Sized Racemic and Chiral Lactones. JOTCSA. 2018 Jan. 1;5(2):539-50. doi:10.18596/jotcsa.372628

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