Cyclization—Homogeneous

Joseph J. Kaloko

Joseph J. Kaloko

State University of New York at Stony Brook, Stony Brook, New York

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Stephen J. Chaterpaul

Stephen J. Chaterpaul

State University of New York at Stony Brook, Stony Brook, New York

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Yu-Han Gary Teng

Yu-Han Gary Teng

State University of New York at Stony Brook, Stony Brook, New York

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Chi-Feng Lin

Chi-Feng Lin

State University of New York at Stony Brook, Stony Brook, New York

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Chih-Wei Chien

Chih-Wei Chien

State University of New York at Stony Brook, Stony Brook, New York

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Iwao Ojima

Iwao Ojima

State University of New York at Stony Brook, Stony Brook, New York

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First published: 15 September 2010

Abstract

Development of highly efficient catalytic processes for the synthesis of natural and unnatural compounds of medicinal interest or useful as intermediates for functional materials is a central focus in modern organic synthesis. One of the most efficient approaches to such methodology developments is to apply transition-metal catalyzed cyclization reactions for the transformations of simple starting materials into monocyclic, bicyclic, and polycyclic scaffolds that can be further elaborated into specific targets. This article concisely summarizes recent advances in the cyclizations promoted by homogeneous catalysts, including various carbocyclizations, carbonylative carbocyclizations, cyclohydrocarbonylations, intramolecular hydrosilylations, and silylformations, compiling relevant references up to late 2008. Among these catalytic cyclization processes, the carbocyclization and carbonylative carbocyclization are extremely important and useful reactions for the syntheses of a variety of carbocyclic and heterocyclic compounds. Cascade carbocyclization is a powerful method, providing a rapid access to polycyclic skeletons in one step. Cyclohydrocarbonylation is another powerful catalytic cyclization process, which finds a host of applications in organic syntheses. Intramolecular hydrosilylations and silylformations also provide unique methods for a variety of organic syntheses. Accordingly, catalytic cyclization reactions not only serve as highly useful synthetic methods in laboratories but also have high potential as future industrial processes.

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