Universität zu Köln

Gianolio, Eleonora, Mohan, Resmi and Berkessel, Albrecht ORCID: 0000-0003-0470-7428 (2016). Enantiopure N-Benzyloxycarbonyl-beta(2)-amino Acid Allyl Esters from Racemic beta-Lactams by Dynamic Kinetic Resolution using Candida antarctica Lipase B. Adv. Synth. Catal., 358 (1). S. 30 - 34. WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 1615-4169

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Abstract

The dynamic kinetic resolution of alpha-substituted racemic beta-lactams by alcoholytic ring-opening, catalyzed by immobilized lipase B from Candida antarctica is described. With this process, a variety of racemic a-substituted N-Cbz-azetidinones (Cbz = benzyloxycarbonyl) was transformed to the corresponding N-Cbz-protected beta(2)-amino acid allyl esters with high enantioselectivity (up to 99%) and high yields (up to quantitative) at room temperature.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Gianolio, Eleonora UNSPECIFIED UNSPECIFIED UNSPECIFIED Mohan, Resmi UNSPECIFIED UNSPECIFIED UNSPECIFIED Berkessel, Albrecht UNSPECIFIED orcid.org/0000-0003-0470-7428 UNSPECIFIED
URN:	urn:nbn:de:hbz:38-287569
DOI:	10.1002/adsc.201500820
Journal or Publication Title:	Adv. Synth. Catal.
Volume:	358
Number:	1
Page Range:	S. 30 - 34
Date:	2016
Publisher:	WILEY-V C H VERLAG GMBH
Place of Publication:	WEINHEIM
ISSN:	1615-4169
Language:	English
Faculty:	Faculty of Mathematics and Natural Sciences
Divisions:	Faculty of Mathematics and Natural Sciences > Department of Chemistry > Institute of Organic Chemistry
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language AMINO-ACIDS; BIFUNCTIONAL ORGANOCATALYSTS; MANNICH REACTION; DERIVATIVES; AZLACTONES; HYDROGENATION; OXAZINONES; FOLDAMERS; PEPTIDES Multiple languages Chemistry, Applied; Chemistry, Organic Multiple languages
Refereed:	Yes
URI:	http://kups.ub.uni-koeln.de/id/eprint/28756