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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 22, 1992 - Issue 15
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Original Articles

Enantioselective Catalytic Borane Reductions of Achiral Ketones: Synthesis and Application Of New Catalysts Prepared from (S)-Tert-Leucine and (S)-Azetidinecarboxylic Acid

W. Behnen Fachbereich Chemie, Universität Oldenburg, Ammerländer Heerstraß 114—118, D-2900, Oldenburg i. O., Germany
,
Ch. Dauelsberg Fachbereich Chemie, Universität Oldenburg, Ammerländer Heerstraß 114—118, D-2900, Oldenburg i. O., Germany
,
S. Wallbaum Fachbereich Chemie, Universität Oldenburg, Ammerländer Heerstraß 114—118, D-2900, Oldenburg i. O., Germany
&
J. Martens Fachbereich Chemie, Universität Oldenburg, Ammerländer Heerstraß 114—118, D-2900, Oldenburg i. O., Germany
Pages 2143-2153 | Received 19 Mar 1992, Published online: 24 Sep 2006
 
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Abstract

Enantiocontrolled reduction of prochiral ketones with borane in the presence of homochiral amino alcohols 1—3 as enantioselective catalysts afforded the corresponding secondary alcohols in moderate to high (69 to >99 %) optical yields.

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