4.7 Article

Photoinduced Thiol-Ene Coupling as a Click Ligation Tool for Thiodisaccharide Synthesis

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 11, Pages 4422-4425

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo900514w

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The high efficiency and selectivity of the thiol-ene radical reaction has been validated by the photoinduced coupling of anomeric sugar thiols with sugar alkenes to give 1,6-linked S-disaccharides in good to excellent yields (76-92%) and high diastereoselectivities (up to 99%). The reaction appears to be well-qualified as an exemplar click process.

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