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  ‘High-Surface Sodium' as a Reducing Agent for TiCl3

Fürstner, A., & Seidel, G. (1995). ‘High-Surface Sodium' as a Reducing Agent for TiCl3. Synthesis, (1), 63-68. doi:10.1055/s-1995-3854.

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 Creators:
Fürstner, Alois1, Author           
Seidel, Günter1, Author           
Affiliations:
1Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445584              

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Free keywords: metal activation - McMurry reaction - macrocyclization - template effect - supported reagents - sodium
 Abstract: Sodium deposited on inorganic supports such as Al2O3, TiO2 and NaCl (‘high-surface sodium') is a cheap, readily prepared, nonpyrophoric reducing agent for TiCl3. The low-valent titanium thus obtained, after only 1 h reduction time, is well suited for McMurry coupling reactions, particularly of aromatic carbonyl compounds. It exhibits a previously unrivalled template effect for the cyclization of dicarbonyl compounds to (macrocyclic) cycloalkenes and is suitable for the reduction of N-acyl-2-aminobenzophenone derivatives to 2,3-disubstituted indoles. Even a 36-membered ring could be formed without recourse to high dilution techniques.

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Language(s): eng - English
 Dates: 1995-01
 Publication Status: Issued
 Pages: 6
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1055/s-1995-3854
 Degree: -

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Title: Synthesis
Source Genre: Journal
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Publ. Info: Stuttgart : Georg Thieme Verlag
Pages: 6 Volume / Issue: (1) Sequence Number: - Start / End Page: 63 - 68 Identifier: ISSN: 0039-7881
CoNE: https://pure.mpg.de/cone/journals/resource/954925448757