Anodic Cyclization Reactions: Reversing the Polarity of Ketene Dithioacetal Groups

Yongmao Sun; Bin Liu; Jeff Kao; D. Andre' D'Avignon; Kevin D. Moeller

doi:10.1021/ol015925d

Anodic Cyclization Reactions: Reversing the Polarity of Ketene Dithioacetal Groups

Yongmao Sun, Bin Liu, Jeff Kao, D. Andre' D'Avignon, Kevin D. Moeller

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

33 Scopus citations

Abstract

(matrix presented) n = 1,2 Nuc = OH, enol ether Yields = 75-94% Intramolecular coupling reactions of ketene dithioacetal groups with enol ether and alcohol nucleophiles have been studied. The reactions were initiated by an anodic oxidation of the ketene dithioacetal and proved to be compatible with the formation of five- or six-member rings, as well as the stereoselective generation of quaternary carbons.

Original language	English (US)
Pages (from-to)	1729-1732
Number of pages	4
Journal	Organic Letters
Volume	3
Issue number	11
DOIs	https://doi.org/10.1021/ol015925d
State	Published - May 31 2001
Externally published	Yes

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abstract = "(matrix presented) n = 1,2 Nuc = OH, enol ether Yields = 75-94% Intramolecular coupling reactions of ketene dithioacetal groups with enol ether and alcohol nucleophiles have been studied. The reactions were initiated by an anodic oxidation of the ketene dithioacetal and proved to be compatible with the formation of five- or six-member rings, as well as the stereoselective generation of quaternary carbons.",

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AU - Sun, Yongmao

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AU - Kao, Jeff

AU - Andre' D'Avignon, D.

AU - Moeller, Kevin D.

PY - 2001/5/31

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Anodic Cyclization Reactions: Reversing the Polarity of Ketene Dithioacetal Groups

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