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submitted on 10.07.2019, 01:40 and posted on 10.07.2019, 14:24by Andrew Smaligo, Ohyun Kwon
fragmentations are useful methods for the functionalization of molecules. The
value of such cleavage events is maximized when paired with a subsequent bond
formation. Herein we report a protocol for the cleavage of a C(sp3)–C(sp2)
bond, followed by the formation of a new C(sp3)–S bond. This
reaction is performed in non-anhydrous solvent and open to the air, employs
common starting materials, and can be used to rapidly diversify natural
products. We have also subjected the thiylated products to various synthetic
transformations, demonstrating their utility as synthetic intermediates.