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The Diels–Alder reaction in steroid synthesis

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Date

2014

Authors

Mackay, Emily
Sherburn, Michael

Journal Title

Journal ISSN

Volume Title

Publisher

Thieme Publishing

Abstract

This review explores the myriad ways in which the Diels-Alder reaction has been employed in the construction of the tetracyclic steroid nucleus. A systematic analysis of possible approaches highlights both the synthetic versatility of this ubiquitous reaction and also opportunities for new routes to fused tetracarbocyclic steroid frameworks. 1.1 Introduction 1.2 Classification of the Approaches 2.1 Installation of a Non-Skeletal Ring 2.2 Construction of the A-Ring 2.3 Construction of the B-Ring 2.4 Construction of the C-Ring 2.5 Double Diels-Alder Sequences 3 Conclusions and Future Prospects.

Description

Keywords

cycloadditions, Diels-Alder reaction, steroids, synthetic methodology, total synthesis

Citation

URI

http://hdl.handle.net/1885/13999

Collections

ANU Research Publications

Source

Synthesis

Type

Journal article

Book Title

Entity type

Access Statement

Open Access

License Rights

DOI

10.1055/s-0034-1378676

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s-0034-1378676.pdf (522.91 KB)

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