An improved procedure for the ireland-claisen rearrangement of allyl fluoroacetates

Koichi Araki; John T. Welch

doi:10.1016/S0040-4039(00)77586-1

An improved procedure for the ireland-claisen rearrangement of allyl fluoroacetates

Koichi Araki
, John T. Welch

Chemistry

University at Albany

SUNY Albany

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

16 Scopus citations

Abstract

The Ireland-Claisen rearrangement of allyl flouroacetates was effected by treatment of the starting esters with trialkylsilyltriflates in the presence of tertiary amines. The stereoselective formation of the products was rationalized as resulting from equilibration of the stereochemistry of the silyl ester products under the reaction conditions.

Original language	English
Pages (from-to)	2251-2254
Number of pages	4
Journal	Tetrahedron Letters
Volume	34
Issue number	14
DOIs	https://doi.org/10.1016/S0040-4039(00)77586-1
State	Published - Apr 2 1993

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10.1016/S0040-4039(00)77586-1

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title = "An improved procedure for the ireland-claisen rearrangement of allyl fluoroacetates",

abstract = "The Ireland-Claisen rearrangement of allyl flouroacetates was effected by treatment of the starting esters with trialkylsilyltriflates in the presence of tertiary amines. The stereoselective formation of the products was rationalized as resulting from equilibration of the stereochemistry of the silyl ester products under the reaction conditions.",

author = "Koichi Araki and Welch, \{John T.\}",

year = "1993",

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doi = "10.1016/S0040-4039(00)77586-1",

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T1 - An improved procedure for the ireland-claisen rearrangement of allyl fluoroacetates

AU - Araki, Koichi

AU - Welch, John T.

PY - 1993/4/2

Y1 - 1993/4/2

N2 - The Ireland-Claisen rearrangement of allyl flouroacetates was effected by treatment of the starting esters with trialkylsilyltriflates in the presence of tertiary amines. The stereoselective formation of the products was rationalized as resulting from equilibration of the stereochemistry of the silyl ester products under the reaction conditions.

AB - The Ireland-Claisen rearrangement of allyl flouroacetates was effected by treatment of the starting esters with trialkylsilyltriflates in the presence of tertiary amines. The stereoselective formation of the products was rationalized as resulting from equilibration of the stereochemistry of the silyl ester products under the reaction conditions.

UR - https://www.scopus.com/pages/publications/0027528628

U2 - 10.1016/S0040-4039(00)77586-1

DO - 10.1016/S0040-4039(00)77586-1

M3 - Article

SN - 0040-4039

VL - 34

SP - 2251

EP - 2254

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 14

ER -

An improved procedure for the ireland-claisen rearrangement of allyl fluoroacetates

Abstract

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