Abstract
Our recent studies on novel carbon-carbon bond forming reactions using propargylic alcohols catalyzed only by thiolate-bridged diruthenium complexes are reviewed from the viewpoint of organic synthesis. The reactions are substitutions of hydroxyl group of the alcohols with a variety of carbon-centered nucleophiles such as simple ketones, cyclic 1,3-dicarbonyl compounds, aromatic and heteroaromatic compounds, phenols, naphthols, and alkenes. The asymmetric version of propargylic alkylation with acetone is also described. All of the reactions are considered to proceed via ruthenium-allenylidene complexes as key intermediates.
Keywords: Heteroaromatic compound, 1,3-cyclohexanedione, Propargylic alcohols, carbon-centered nucleophiles, Alkylation
Current Organic Chemistry
Title: Ruthenium-Catalyzed Novel Carbon-Carbon Bond Forming Reactions via Ruthenium-Allenylidene Complexes
Volume: 10 Issue: 2
Author(s): Yoshiaki Nishibayashi and Sakae Uemura
Affiliation:
Keywords: Heteroaromatic compound, 1,3-cyclohexanedione, Propargylic alcohols, carbon-centered nucleophiles, Alkylation
Abstract: Our recent studies on novel carbon-carbon bond forming reactions using propargylic alcohols catalyzed only by thiolate-bridged diruthenium complexes are reviewed from the viewpoint of organic synthesis. The reactions are substitutions of hydroxyl group of the alcohols with a variety of carbon-centered nucleophiles such as simple ketones, cyclic 1,3-dicarbonyl compounds, aromatic and heteroaromatic compounds, phenols, naphthols, and alkenes. The asymmetric version of propargylic alkylation with acetone is also described. All of the reactions are considered to proceed via ruthenium-allenylidene complexes as key intermediates.
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Cite this article as:
Nishibayashi Yoshiaki and Uemura Sakae, Ruthenium-Catalyzed Novel Carbon-Carbon Bond Forming Reactions via Ruthenium-Allenylidene Complexes, Current Organic Chemistry 2006; 10 (2) . https://dx.doi.org/10.2174/138527206775192960
DOI https://dx.doi.org/10.2174/138527206775192960 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |

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