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

38 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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10.1021/ol015925d

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title = "Anodic Cyclization Reactions: Reversing the Polarity of Ketene Dithioacetal Groups",

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.",

author = "Yongmao Sun and Bin Liu and Jeff Kao and \{Andre' D'Avignon\}, D. and Moeller, \{Kevin D.\}",

year = "2001",

month = may,

day = "31",

doi = "10.1021/ol015925d",

language = "English (US)",

volume = "3",

pages = "1729--1732",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Anodic Cyclization Reactions

T2 - Reversing the Polarity of Ketene Dithioacetal Groups

AU - Sun, Yongmao

AU - Liu, Bin

AU - Kao, Jeff

AU - Andre' D'Avignon, D.

AU - Moeller, Kevin D.

PY - 2001/5/31

Y1 - 2001/5/31

N2 - (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.

AB - (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.

UR - https://www.scopus.com/pages/publications/0035979050

UR - https://www.scopus.com/pages/publications/0035979050#tab=citedBy

U2 - 10.1021/ol015925d

DO - 10.1021/ol015925d

M3 - Article

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AN - SCOPUS:0035979050

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SP - 1729

EP - 1732

JO - Organic Letters

JF - Organic Letters

IS - 11

ER -

Anodic Cyclization Reactions: Reversing the Polarity of Ketene Dithioacetal Groups

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