Biocatalytically Generated Library of Chiral Building Blocks Containing a Quaternary Stereocenter

Mehić, Emina; Kolman, Robert J.; Dokli, Irena; Majerić Elenkov, Maja (2024) Biocatalytically Generated Library of Chiral Building Blocks Containing a Quaternary Stereocenter. Organic Letters, 26 (49). pp. 10430-10434. ISSN 1523-7060

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Abstract

A biocatalytic strategy for the preparation of a small library of compounds containing a quaternary chiral center is described. By applying halohydrin dehalogenases, 4 racemic 2,2-disubstituted epoxides were converted in the presence of 4 nucleophiles to 14 chiral products in yields of 21-47% and 74->99% ee. The obtained set of building blocks, which hold diverse functional groups, can be modified to many high-value organic molecules for use in medicinal chemistry and other areas.

Item Type:	Article
Uncontrolled Keywords:	Biocatalysis,; epoxide; tert-alcohol; halohydrin dehalogenase
Subjects:	NATURAL SCIENCES > Chemistry > Organic Chemistry
Divisions:	Division of Organic Chemistry and Biochemistry
Projects:	Project title Project leader Project code Project type CatPharma Srećko Kirin KK.01.1.1.04.0013 UNSPECIFIED
Depositing User:	Maja Majerić Elenkov
Date Deposited:	16 Jan 2026 14:03
URI:	http://fulir.irb.hr/id/eprint/10975
DOI:	10.1021/acs.orglett.4c03399

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