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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Review Article

[4 + 3] Cycloaddition Reactions of Cyclic Oxyallyls in Natural Product Synthesis

Author(s): J. K. Cha and J. Oh

Volume 2, Issue 3, 1998

Page: [217 - 232] Pages: 16

DOI: 10.2174/1385272802666220128192145

Price: $65

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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