(3+2)-Cycloaddition Reactions of Oxyallyl Cations

Abstract

The (3+2)-cycloaddition reaction involving oxyallyl cations has proven to be a versatile and efficient approach for the construction of five-membered carbo- and heterocycles, which are prevalent frameworks in natural products and pharmaceuticals. The following article will provide a brief summary of recent disclosures on this process featuring chemo-, regio- and diastereoselective oxyallyl cycloadditions with both electron-rich and electron-deficient 2π partners.

1 Introduction

2 Heteroatom-Substituted Oxyallyl Cations

3 Oxyallyl Cations Derived from Substituted Ketones

4 Oxyallyl Cations Intercepted from Nazarov Cyclization

5 1-Alkylidene-2-oxyallyl Cations

6 Summary and Outlook

Key words

cycloaddtion - oxyallyl cation - heterocycles - regioselectivity - diastereoselectivity

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