Trifluoromethanesulfonic Acid Catalyzed Isomerization of Kinetic Enol Derivatives to the Thermodynamically Favored Isomers

Lee, Phil Ho; Kang, Dongjin; Choi, Subin; Kim, Sunggak

doi:10.1021/ol2012132

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Trifluoromethanesulfonic Acid Catalyzed Isomerization of Kinetic Enol Derivatives to the Thermodynamically Favored Isomers

Lee, Phil Ho;
Kang, Dongjin;
Choi, Subin;
Kim, Sunggak

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19

초록

Trifluoromethanesulfonic acid catalyzed isomerization of kinetic enol derivatives to the thermodynamically favored isomers was developed. Under the present conditions, kinetic enol phosphates, enol acetates and benzoates, and enol sulfonates were smoothly isomerized to produce the corresponding thermodynamically favored isomers in good to excellent yields.

키워드

CARBOXYLIC-ACIDS; ALKENYL PHOSPHATES; ORGANIC-SYNTHESIS; TRIFLIC ACID; GOLD(I)-CATALYZED ADDITION; STEREOCHEMICAL CONTROL; KETONE ENOLIZATION; VINYL ESTERS; ALKYNES; ETHERS

제목: Trifluoromethanesulfonic Acid Catalyzed Isomerization of Kinetic Enol Derivatives to the Thermodynamically Favored Isomers

저자: Lee, Phil Ho; Kang, Dongjin; Choi, Subin; Kim, Sunggak

DOI: 10.1021/ol2012132

발행일: 2011-07-01

유형: Article

저널명: Organic Letters

권: 13

호: 13

페이지: 3470 ~ 3473