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Synlett
DOI: 10.1055/a-2608-1808
DOI: 10.1055/a-2608-1808
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Published as part of the Special Topic Alkynes in Organic Synthesis
From Bio- to Surface-Orthogonal Chemistry: Synthetic Routes to Functionalized Cyclooctynes
Supported by: Deutsche Forschungsgemeinschaft SFB 1083 (project-A8, project ID 223848855)
Funding Information We acknowledge financial support by the Deutsche Forschungsgemeinschaft through SFB 1083 (project A8, project ID 223848855).

Abstract
In this article, syntheses of functionalized cyclooctynes for bio- and surface-orthogonal applications are described and compared. Points of interest include their chemoselective reactivity in cycloadditions and their compatibility with transannular side reactions. Applications of cyclooctynes for layer-by-layer synthesis on the Si(001) surface are presented.
Keywords
Cyclooctynes - Cycloaddition - Chemoselectivity - Synthesis - Bio- and surface orthogonal - Si(001) surfacePublication History
Received: 03 April 2025
Accepted after revision: 14 May 2025
Accepted Manuscript online:
14 May 2025
Article published online:
31 July 2025
© 2025. Thieme. All rights reserved.
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