Abstract
A variety of olefin-metathesis protocols have been used to prepare spirocyclic compounds, cyclic sulfones, and constrained α-amino acid derivatives. Conceptually, a new approach to a novel cyclophane ring system has been realized via ring-closing metathesis (RCM). Also, tetracyclic compounds related to anthracycline antibiotics have been assembled using Claisen rearrangement and RCM as key steps. Further, a sequential use of the Diels-Alder reaction and ring-opening cross-metathesis delivered highly functionalized spiroindane derivatives, and trisubstituted benzene derivatives have been assembled using Grubbs’ catalyst. Finally, the enyne and cross-enyne metathesis sequences have been used to prepare several constrained α-amino acid derivatives.
1 Introduction
2 Application of Ring-Closing Metathesis To Give Spirocyclic Compounds
3 Application of Ring-Closing Metathesis To Give Cyclophane Derivatives
4 Application of Ring-Closing Metathesis To Give Cyclic Sulfone Derivatives
5 Application of Ring-Closing Metathesis To Give Cyclic
6 Application of Ring-Closing Metathesis to Benzannulation
7 Application of Enyne Metathesis to the Synthesis of Constrained α-Amino Acid and Naphthoxepin Derivatives
8 Application of Cross-Enyne Metathesis to the Synthesis of Highly Functionalized Phenylalanine Derivatives
9 Application of Ring-Opening Cross-Metathesis to Spiroindanes
10 Synthesis of Trisubstituted Benzene Derivatives Using Grubbs’ Catalyst
11 Metathesis of a Novel Enyne System
12 Macroheterocycles via Cross-Enyne and Ring-Closing Metathesis Cascade Reactions
13 Conclusions
Key words
amino acids - polycycles - metathesis - heterocycles - spiro compounds
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