Universität zu Köln

Brauns, Marcus, Muller, Frederic, Guelden, Daniel, Boese, Dietrich, Frey, Wolfgang, Breugst, Martin ORCID: 0000-0003-0950-8858 and Pietruszka, Joerg (2016). Enantioselective Catalysts for the Synthesis of alpha-Substituted Allylboronates-An Accelerated Approach towards Isomerically Pure Homoallylic Alcohols. Angew. Chem.-Int. Edit., 55 (4). S. 1548 - 1553. WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 1521-3773

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Abstract

The use of a convenient protecting group for boronates allows a selective, catalyzed S(N)2' reaction to generate allylboronates which are applied for the synthesis of enantio-merically pure homoallylic alcohols. Depending on the configuration of both catalyst and the protecting group any of the four possible stereoisomers can be formed. The rationale behind the selective addition is supported by density functional theory calculations.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Brauns, Marcus UNSPECIFIED UNSPECIFIED UNSPECIFIED Muller, Frederic UNSPECIFIED UNSPECIFIED UNSPECIFIED Guelden, Daniel UNSPECIFIED UNSPECIFIED UNSPECIFIED Boese, Dietrich UNSPECIFIED UNSPECIFIED UNSPECIFIED Frey, Wolfgang UNSPECIFIED UNSPECIFIED UNSPECIFIED Breugst, Martin UNSPECIFIED orcid.org/0000-0003-0950-8858 UNSPECIFIED Pietruszka, Joerg UNSPECIFIED UNSPECIFIED UNSPECIFIED
URN:	urn:nbn:de:hbz:38-287043
DOI:	10.1002/anie.201509198
Journal or Publication Title:	Angew. Chem.-Int. Edit.
Volume:	55
Number:	4
Page Range:	S. 1548 - 1553
Date:	2016
Publisher:	WILEY-V C H VERLAG GMBH
Place of Publication:	WEINHEIM
ISSN:	1521-3773
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 HYDROID SOLANDERIA-SECUNDA; ASYMMETRIC-SYNTHESIS; CONSTANOLACTONE-B; SOLANDELACTONES-A; ONE-POT; REAGENTS; NEOHALICHOLACTONE; OXYLIPINS; ALDEHYDES; ESTERS Multiple languages Chemistry, Multidisciplinary Multiple languages
Refereed:	Yes
URI:	http://kups.ub.uni-koeln.de/id/eprint/28704