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Synthesis 2009(2): 165-193
DOI: 10.1055/s-0028-1083300
DOI: 10.1055/s-0028-1083300
REVIEW
© Georg Thieme Verlag
Stuttgart ˙ New York
Selected Synthetic Strategies to Spirocyclics
Further Information
Received
19 September 2008
Publication Date:
09 January 2009 (online)
Publication History
Publication Date:
09 January 2009 (online)
Abstract
The design and synthesis of spirocycles is a challenging task because it involves the creation of a quaternary center, which itself is considered to be one of the most difficult tasks among synthetic transformations. Some recent approaches based on metathesis, cycloaddition and transition-metal-mediated transformations to spirocycles are described here.
1 Introduction
2 Scope of the Review
3 Alkylation Methods
4 Transition-Metal-Based Approaches
5 Rearrangement-Based Approaches
6 Ring-Expansion Method
7 Ring-Contraction Method
8 Photochemical Approaches
9 Ring Closure of Geminally Disubstituted Compounds
10 Cycloaddition Tactics
11 Other Cyclization Methods
12 Metathesis Approaches
13 Pauson-Khand Reaction
14 Conclusions and Future Prospects
Key words
spiro compounds - metathesis - Diels-Alder reactions - domino reactions - Suzuki coupling - radical reactions - ring closure
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