Universität zu Köln

Sapu, Chicco Manzuna, Gorbe, Tamas, Lihammar, Richard, Backvall, Jan-E. and Deska, Jan ORCID: 0000-0003-4622-2365 (2014). Migratory Dynamic Kinetic Resolution of Carbocyclic Allylic Alcohols. Org. Lett., 16 (22). S. 5952 - 5956. WASHINGTON: AMER CHEMICAL SOC. ISSN 1523-7052

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Abstract

A novel migratory dynamic kinetic resolution based on the interplay between an enzyme acylation catalyst and a heterogeneous Bronsted acid as an isomerization/racemization catalyst gives rise to carbocyclic allylic esters with excellent stereoselectivity from readily available tertiary carbinols. An easy-to-use teabag setup combining resin-bound catalysts, a biphasic isooctanewater solvent system, and a highly lipophilic acyl donor efficiently suppresses side reactions and allows for the preparation of functionalized carbocyclic building blocks in high yields and optical purity.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Sapu, Chicco Manzuna UNSPECIFIED UNSPECIFIED UNSPECIFIED Gorbe, Tamas UNSPECIFIED UNSPECIFIED UNSPECIFIED Lihammar, Richard UNSPECIFIED UNSPECIFIED UNSPECIFIED Backvall, Jan-E. UNSPECIFIED UNSPECIFIED UNSPECIFIED Deska, Jan UNSPECIFIED orcid.org/0000-0003-4622-2365 UNSPECIFIED
URN:	urn:nbn:de:hbz:38-423094
DOI:	10.1021/ol502979g
Journal or Publication Title:	Org. Lett.
Volume:	16
Number:	22
Page Range:	S. 5952 - 5956
Date:	2014
Publisher:	AMER CHEMICAL SOC
Place of Publication:	WASHINGTON
ISSN:	1523-7052
Language:	English
Faculty:	Unspecified
Divisions:	Unspecified
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language TERTIARY ALCOHOLS; CATALYSIS; DESYMMETRIZATION; REARRANGEMENT Multiple languages Chemistry, Organic Multiple languages
URI:	http://kups.ub.uni-koeln.de/id/eprint/42309