Universität zu Köln

Naapuri, Janne M., Wagner, Philip K., Hollmann, Frank and Deska, Jan ORCID: 0000-0003-4622-2365 (2022). Enzymatic Bromocyclization of alpha- and gamma-Allenols by Chloroperoxidase from Curvularia inaequalis. ChemistryOpen, 11 (1). WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 2191-1363

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Abstract

Vanadate-dependent chloroperoxidase from Curvularia inaequalis catalyzes 5-endo-trig bromocyclizations of alpha-allenols to produce valuable halofunctionalized furans as versatile synthetic building blocks. In contrast to other haloperoxidases, also the more challenging 5-exo-trig halocyclizations of gamma-allenols succeed with this system even though the scope still remains more narrow. Benefitting from the vanadate chloroperoxidase's high resiliency towards oxidative conditions, cyclization-inducing reactive hypohalite species are generated in situ from bromide salts and hydrogen peroxide. Crucial requirements for high conversions are aqueous biphasic emulsions as reaction media, stabilized by either cationic or non-ionic surfactants.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Naapuri, Janne M. UNSPECIFIED UNSPECIFIED UNSPECIFIED Wagner, Philip K. UNSPECIFIED UNSPECIFIED UNSPECIFIED Hollmann, Frank UNSPECIFIED UNSPECIFIED UNSPECIFIED Deska, Jan UNSPECIFIED orcid.org/0000-0003-4622-2365 UNSPECIFIED
URN:	urn:nbn:de:hbz:38-673678
DOI:	10.1002/open.202100236
Journal or Publication Title:	ChemistryOpen
Volume:	11
Number:	1
Date:	2022
Publisher:	WILEY-V C H VERLAG GMBH
Place of Publication:	WEINHEIM
ISSN:	2191-1363
Language:	English
Faculty:	Unspecified
Divisions:	Unspecified
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language CHEMOENZYMATIC TOTAL-SYNTHESIS; VANADIUM CHLOROPEROXIDASE; OXIDATIVE BROMINATION; HYDROGEN-PEROXIDE; BIOCATALYSIS; CATALYSTS; BROMIDE; REGIO Multiple languages Chemistry, Multidisciplinary Multiple languages
URI:	http://kups.ub.uni-koeln.de/id/eprint/67367