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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 36, 2006 - Issue 16
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Original Articles

Synthesis of Optically Pure Terminal Epoxide and 1,2‐Diol via Hydrolytic Kinetic Resolution Catalyzed by New Heterometallic Salen Complexes

Santosh Singh Thakur Department of Chemical Engineering, Inha University, Incheon, South Korea
,
Shu‐Wei Chen Department of Chemical Engineering, Inha University, Incheon, South Korea
,
Wenji Li Department of Chemical Engineering, Inha University, Incheon, South Korea
,
Chang‐Kyo Shin Department of Chemical Engineering, Inha University, Incheon, South Korea
,
Yoon‐Mo Koo Department of Biological Engineering, ERC for Advanced Bioseparation Technology, Inha University, Incheon, South Korea
&
Geon‐Joong Kim Department of Chemical Engineering, Inha University, Incheon, South KoreaCorrespondence[email protected]
Pages 2371-2383 | Received 13 Jan 2006, Published online: 22 Sep 2006
 
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Abstract

The inactive chiral (salen)Co complex is easily activated by InCl3 and TlCl3 Lewis acids by forming heterometallic salen complexes. These complexes show very high catalytic activity for the synthesis of enantiomerically enriched terminal epoxides (>99% ee) and 1,2‐diols simultaneously via hydrolytic kinetic resolution. Strong synergistic effects of different Lewis acids, Co‐In and Co‐Tl, were exhibited in the catalytic process. The system described is very simple and efficient.

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Related Research Data

Asymmetric Hydrolytic Kinetic Resolution with Recyclable Macrocyclic CoIII–Salen Complexes: A Practical Strategy in the Preparation of (R)‐Mexiletine and (S)‐Propranolol
Source: Wiley
Catalytic Non-Enzymatic Kinetic Resolution
Source: Wiley
Asymmetric Hydrolytic and Aminolytic Kinetic Resolution of Racemic Epoxides using Recyclable Macrocyclic Chiral Cobalt(III) Salen Complexes
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Polymetallic complexes linked to a single-frame ligand: cooperative effects in catalysis
Source: Royal Society of Chemistry (RSC)

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