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Main Title: Chiral Modification of the Tetrakis(pentafluorophenyl)borate Anion with Myrtanyl Groups
Author(s): Pommerening, Phillip
Oestreich, Martin
Type: Article
Language Code: en
Abstract: The synthesis and characterization of chiral [B(C6F5)4]– derivatives bearing a myrtanyl group instead of a fluoro substituent in the para position are described. These new chiral borates were isolated as their bench‐stable lithium, sodium, and cesium salts. The corresponding trityl salts were prepared and tested as catalysts in representative counteranion‐directed Diels–Alder reactions and Mukaiyama aldol additions but no enantioselectivity was obtained. Preformation of a chalcone‐derived silylcarboxonium ion with the chiral borate as counteranion did not lead to any asymmetric induction in a reaction with cyclohexa‐1,3‐diene.
Issue Date: 14-Nov-2019
Date Available: 13-Feb-2020
DDC Class: 540 Chemie und zugeordnete Wissenschaften
Subject(s): cations
Diels–Alder reaction
Lewis acids
trityl group
Sponsor/Funder: TU Berlin, Open-Access-Mittel - 2019
Journal Title: European Journal of Organic Chemistry
Publisher: Wiley
Publisher Place: Weinheim
Volume: 2019
Issue: 43
Publisher DOI: 10.1002/ejoc.201901434
Page Start: 7240
Page End: 7246
EISSN: 1099-0690
ISSN: 1434-193X
Appears in Collections:FG Organische Chemie / Synthese und Katalyse » Publications

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