Abstract
The [4 + 3] cycloadditions of oxyallyls and related allyl cations to 1,3-dienes have been widely utilized for the stereocontrolled construction of seven-membered carbocycles. By virtue of the spectator skeleton, the key variant of utilizing cyclic oxyallyls, i.e., by embedding an oxyallyl function in cyclic compounds, provides a conceptually attractive and operationally efficient route to other medium-sized carbocycles and heterocycles in addition to seven-membered rings. The resulting architecturally complex, polycyclic cycloadducts contain not only sufficient functionality, but also well defined facial differentiation useful for subsequent elaboration.
Current Organic Chemistry
Title:[4 + 3] Cycloaddition Reactions of Cyclic Oxyallyls in Natural Product Synthesis
Volume: 2 Issue: 3
Author(s): J. K. Cha and J. Oh
Affiliation:
Abstract: The [4 + 3] cycloadditions of oxyallyls and related allyl cations to 1,3-dienes have been widely utilized for the stereocontrolled construction of seven-membered carbocycles. By virtue of the spectator skeleton, the key variant of utilizing cyclic oxyallyls, i.e., by embedding an oxyallyl function in cyclic compounds, provides a conceptually attractive and operationally efficient route to other medium-sized carbocycles and heterocycles in addition to seven-membered rings. The resulting architecturally complex, polycyclic cycloadducts contain not only sufficient functionality, but also well defined facial differentiation useful for subsequent elaboration.
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Cite this article as:
Cha J. K. and Oh J., [4 + 3] Cycloaddition Reactions of Cyclic Oxyallyls in Natural Product Synthesis, Current Organic Chemistry 1998; 2 (3) . https://dx.doi.org/10.2174/1385272802666220128192145
DOI https://dx.doi.org/10.2174/1385272802666220128192145 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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