Solvent-Induced Chirality in the Hydroboration of Ketones-Reference-Cited by-同舟云学术

Solvent-Induced Chirality in the Hydroboration of Ketones

Published:2008 Issue:6 Volume:61 Page:414
ISSN:0004-9425
Container-title:Australian Journal of Chemistry
language:en
Short-container-title:Aust. J. Chem.

Author:

Baldauf Christoph,Dickerhof Nina,Hüttenhain Stefan H.,Kern Stefanie,Krummrich Nancy,Kruse Friedrich,May Janine,Meister Melanie,Müller Kristina,Rauer Sabine,Salwig Isabelle,Scharfenecker Nico,Spitznagel Birgit

Abstract

The influence of the systematic variation of chiral solvents and of diverse Lewis acids on the asymmetric induction of the hydroboration of acetophenone has been studied. None of the solvents used could surpass lactic acid methyl ester, and for the Lewis acids, ZnCl2 and ZnI2 showed positive effects on the enantiomeric excess (ee) and the conversion. Also, the effect of the substrate structure was investigated by comparing the conversion and ee of eight different ketones. Apparently, the achievable asymmetric induction was higher with aromatic ketones.

Publisher

CSIRO Publishing

Subject

General Chemistry

Link

http://www.publish.csiro.au/CH/pdf/CH08093

Reference19 articles.

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2. Enantioselective Organocatalysis

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1. ChemInform Abstract: Solvent-Induced Chirality in the Hydroboration of Ketones.;ChemInform;2008-11-11