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Dealkenylative Thiylation of C(sp3)-C(sp2) Bonds.


ABSTRACT: 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.

SUBMITTER: Smaligo AJ 

PROVIDER: S-EPMC7337987 | biostudies-literature | 2019 Nov

REPOSITORIES: biostudies-literature

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Dealkenylative Thiylation of C(sp<sup>3</sup>)-C(sp<sup>2</sup>) Bonds.

Smaligo Andrew J AJ   Kwon Ohyun O  

Organic letters 20191001 21


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(sp<sup>3</sup>)-C(sp<sup>2</sup>) bond, followed by the formation of a new C(sp<sup>3</sup>)-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 pro  ...[more]

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