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Synlett 2014; 25(08): 1068-1080
DOI: 10.1055/s-0033-1340683
DOI: 10.1055/s-0033-1340683
account
One-Pot Multi-Reaction Processes: Synthesis of Natural Products and Drug-Like Scaffolds
Further Information
Publication History
Received: 13 November 2013
Accepted: 23 December 2013
Publication Date:
10 February 2014 (online)
Abstract
One-pot multi-reaction processes involving Overman rearrangements, metathesis cyclizations, and Diels–Alder reactions have been developed for the rapid and efficient synthesis of amino-substituted carbocyclic and heterocyclic compounds. This account describes the development and optimization of these processes, as well as their applications in the synthesis of natural products and drug-like scaffolds.
1 Introduction
2 A One-Pot Overman Rearrangement and Ring-Closing Metathesis Reaction
2.1 Scope and Limitations
2.2 Applications of the One-Pot Two-Step Process
2.3 A Directed Overman Rearrangement and Ring-Closing Metathesis Reaction Process
3 A One-Pot Three-Step Ruthenium(II) Tandem Catalytic Process
3.1 Development and Scope
3.2 A Microwave-Mediated One-Pot Three-Step Process
4 A One-Pot Three-Step Process Involving a Ring-Closing Enyne Metathesis and a Diels–Alder Reaction
4.1 Synthesis of Substrates
4.2 An Unexpected Hydrogen-Bonding-Directed Diels–Alder Reaction
4.3 Application of the Synthesis for C1-Amino-Substituted Indanes and Tetralins
4.4 Development of a Two-Pot Reaction Process
5 Conclusions
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