Synthesis 2014; 46(10): 1279-1296
DOI: 10.1055/s-0033-1341073
review
© Georg Thieme Verlag Stuttgart · New York

High-Pressure Transformations in Natural Product Synthesis

Cedric L. Hugelshofer
Department of Chemistry, Ludwig-Maximilians-Universität Munich, Butenandtstraße 5–13, 81377 Munich, Germany   Fax: +49(89)218077864   Email: thomas.magauer@lmu.de
,
Thomas Magauer*
Department of Chemistry, Ludwig-Maximilians-Universität Munich, Butenandtstraße 5–13, 81377 Munich, Germany   Fax: +49(89)218077864   Email: thomas.magauer@lmu.de
› Author Affiliations
Further Information

Publication History

Received: 21 November 2013

Accepted after revision: 12 December 2013

Publication Date:
07 April 2014 (online)


Abstract

This review summarizes the application of high-pressure chemistry in natural product synthesis. By highlighting reactions that could not be promoted by conventional means but that proceed readily under high-pressure conditions, we intend to disclose the benefits of high-pressure-mediated reactions for organic transformations. The individual syntheses are classified by the reaction type of the key step and are discussed briefly.

1 Introduction

2 Cycloaddition Reactions

2.1 Diels–Alder Reactions

2.2 Inverse-Electron-Demand Diels–Alder Reactions

2.3 Hetero-Diels–Alder Reactions

3 Miscellaneous Reactions

4 Conclusion