Synlett 2015; 26(02): 142-166
DOI: 10.1055/s-0034-1379251
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© Georg Thieme Verlag Stuttgart · New York

Phosphine Organocatalysis for the Synthesis of Spirocyclic Compounds

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Publikationsverlauf

Received: 21. Juli 2014

Accepted after revision: 15. September 2014

Publikationsdatum:
17. Dezember 2014 (online)


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Abstract

This account describes the use of phosphines as simple organocatalysts that catalyze the synthesis of complex spirocyclic compounds. Besides our own results, coverage of relevant literature in this field is also provided, including asymmetric variants and synthetic applications.

1 Introduction

2 Cycloaddition Reactions Involving Allenoates or 2-Butynoates

2.1 [3+2] Cycloadditions

2.2 [4+2] Cycloadditions

2.3 [4+1] Cycloadditions

3 [3+2] Cycloadditions with Morita–Baylis–Hillman Adducts

4 Cycloaddition Reactions Using Ynone Derivatives

5 Cycloaddition Reactions Involving Methyl Vinyl Ketone

­ Derivatives

6 Miscellaneous Reactions

7 Conclusions