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Enantioselective Catalysts for the Synthesis of α‐Substituted Allylboronates—An Accelerated Approach towards Isomerically Pure Homoallylic Alcohols

Year: 2015

Type: article

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 enantiomerically 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.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.201509198

Authors: Marcus Brauns, Frédéric Muller, Daniel Gülden, Dietrich Böse, Wolfgang Frey, Martin Breugst, Jörg Pietruszka

Institutions: Forschungszentrum Jülich, Heinrich Heine University Düsseldorf, University of Cologne, University of Stuttgart

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: Fonds der Chemischen Industrie, Deutsche Forschungsgemeinschaft

OpenAlex ID: W2196408089

FWCI: 1.983

Cites: 45

Cited by: 26

Related to: 10