Anodic coupling reactions: Exploring the generality of Curtin-Hammett controlled reactions

Alison Redden; Kevin D. Moeller

doi:10.1021/ol200182f

Anodic coupling reactions: Exploring the generality of Curtin-Hammett controlled reactions

Alison Redden, Kevin D. Moeller

Research output: Contribution to journal › Article › peer-review

31 Scopus citations

Abstract

Intramolecular anodic olefin coupling reactions can be compatible with the presence of dithioketal protecting groups even though the dithioketal oxidizes at a lower potential than either of the groups participating in the cyclization. In such cases, product formation is controlled by the Curtin-Hammett Principle. In this study, the generality of such reactions is examined along with the use of alternative reaction conditions to suppress unwanted side reactions.

Original language	English
Pages (from-to)	1678-1681
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	7
DOIs	https://doi.org/10.1021/ol200182f
State	Published - Apr 1 2011

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abstract = "Intramolecular anodic olefin coupling reactions can be compatible with the presence of dithioketal protecting groups even though the dithioketal oxidizes at a lower potential than either of the groups participating in the cyclization. In such cases, product formation is controlled by the Curtin-Hammett Principle. In this study, the generality of such reactions is examined along with the use of alternative reaction conditions to suppress unwanted side reactions.",

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N2 - Intramolecular anodic olefin coupling reactions can be compatible with the presence of dithioketal protecting groups even though the dithioketal oxidizes at a lower potential than either of the groups participating in the cyclization. In such cases, product formation is controlled by the Curtin-Hammett Principle. In this study, the generality of such reactions is examined along with the use of alternative reaction conditions to suppress unwanted side reactions.

AB - Intramolecular anodic olefin coupling reactions can be compatible with the presence of dithioketal protecting groups even though the dithioketal oxidizes at a lower potential than either of the groups participating in the cyclization. In such cases, product formation is controlled by the Curtin-Hammett Principle. In this study, the generality of such reactions is examined along with the use of alternative reaction conditions to suppress unwanted side reactions.

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Anodic coupling reactions: Exploring the generality of Curtin-Hammett controlled reactions

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