Dealkenylative Thiylation of C(sp³)–C(sp²) Bonds

Smaligo, Andrew J.; Kwon, Ohyun

Dealkenylative Thiylation of C(sp³)–C(sp²) Bonds

2019

Smaligo, Andrew J. | Kwon, Ohyun

Carbon–carbon bond fragmentations are useful methods for the functionalization of molecules. The value of such cleavage events is maximized when paired with subsequent bond formation. Herein we report a protocol for the cleavage of an alkene C(sp³)–C(sp²) bond, followed by the formation of a new C(sp³)–S bond. This reaction is performed in nonanhydrous solvent and open to the air, employs common starting materials, and can be used to rapidly diversify natural products.

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