Transannulation Reactions in
the Synthesis of Natural Products

Paul A. Clarke; Andrew T. Reeder; Joby Winn

doi:10.1055/s-0028-1083355

REVIEW

Transannulation Reactions in the Synthesis of Natural Products

Paul A. Clarke*, Andrew T. Reeder, Joby Winn
Department of Chemistry, University of York, Heslington, York, North Yorkshire, YO10 5DD, UK
Fax: +44(1904)432516; e-Mail: pac507@york.ac.uk;

Abstract

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Abstract

An overview on the construction of polycyclic natural products by use of transannulation reactions across medium and large rings is presented.

1 Introduction

2 Diels-Alder Cyclisations

2.1 10-Membered Rings

2.2 12-Membered Rings

2.3 13-Membered Rings

2.4 15-Membered Rings

2.5 16-Membered Rings

2.6 19-Membered Rings

2.7 22-Membered Rings

3 Aldol Cyclisations

3.1 8-Membered Rings

3.2 22-Membered Rings

4 Anionic Cyclisations

4.1 8-Membered Rings

4.2 10-Membered Rings

4.3 12-Membered Rings

5 Pericyclic Reactions

5.1 10-Membered Rings

5.2 12-Membered Rings

5.3 14-Membered Rings

6 Cationic Cyclisations

6.1 8-Membered Rings

6.2 9-Membered Rings

6.3 10-Membered Rings

6.4 11-Membered Rings

6.5 12-Membered Rings

6.6 13-Membered Rings

7 Radical Cyclisations

7.1 8-Membered Rings

7.2 9-Membered Rings

7.3 10-Membered Rings

7.4 11-Membered Rings

7.5 12-Membered Rings

7.6 14-Membered Rings

8 Miscellaneous Transannular Reactions

8.1 8-Membered Rings

8.2 9-Membered Rings

8.3 11-Membered Rings

9 Conclusions

Key words

transannulation - polycyclic - natural products

Full Text

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