Iodine-induced cyclisations of (E)- and (Z)-3-hydroxy-5-alkenoates : stereoselective approaches to trisubstituted tetrahydrofurans

Frank Bennett; Simon B. Bedford; Kathryn E. Bell; Garry Fenton; David W. Knight; Duncan Shaw

doi:10.1016/S0040-4039(00)79028-9

Iodine-induced cyclisations of (E)- and (Z)-3-hydroxy-5-alkenoates : stereoselective approaches to trisubstituted tetrahydrofurans

Frank Bennett
, Simon B. Bedford
, Kathryn E. Bell
, Garry Fenton
, David W. Knight
, Duncan Shaw

Western Sydney University

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

31 Citations (Scopus)

Abstract

Iodoetherification of the (Z)-3-hydroxy-5-alkenoates 4 leads exclusively to the hydroxytetrahydrofurans 5 whereas similar cyclisations of the corresponding (E)-isomers [10, 13 and 15] give largely the iodo-tetrahydrofurans [11, 14 and 16].

Original language	English
Pages (from-to)	6507-6510
Number of pages	4
Journal	Tetrahedron Letters
Volume	33
Issue number	43
DOIs	https://doi.org/10.1016/S0040-4039(00)79028-9
Publication status	Published - 1992

Keywords

chemistry

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10.1016/S0040-4039(00)79028-9

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title = "Iodine-induced cyclisations of (E)- and (Z)-3-hydroxy-5-alkenoates : stereoselective approaches to trisubstituted tetrahydrofurans",

abstract = "Iodoetherification of the (Z)-3-hydroxy-5-alkenoates 4 leads exclusively to the hydroxytetrahydrofurans 5 whereas similar cyclisations of the corresponding (E)-isomers [10, 13 and 15] give largely the iodo-tetrahydrofurans [11, 14 and 16].",

keywords = "chemistry",

author = "Frank Bennett and Bedford, \{Simon B.\} and Bell, \{Kathryn E.\} and Garry Fenton and Knight, \{David W.\} and Duncan Shaw",

year = "1992",

doi = "10.1016/S0040-4039(00)79028-9",

language = "English",

volume = "33",

pages = "6507--6510",

journal = "Tetrahedron Letters",

issn = "0040-4039",

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T1 - Iodine-induced cyclisations of (E)- and (Z)-3-hydroxy-5-alkenoates : stereoselective approaches to trisubstituted tetrahydrofurans

AU - Bennett, Frank

AU - Bedford, Simon B.

AU - Bell, Kathryn E.

AU - Fenton, Garry

AU - Knight, David W.

AU - Shaw, Duncan

PY - 1992

Y1 - 1992

N2 - Iodoetherification of the (Z)-3-hydroxy-5-alkenoates 4 leads exclusively to the hydroxytetrahydrofurans 5 whereas similar cyclisations of the corresponding (E)-isomers [10, 13 and 15] give largely the iodo-tetrahydrofurans [11, 14 and 16].

AB - Iodoetherification of the (Z)-3-hydroxy-5-alkenoates 4 leads exclusively to the hydroxytetrahydrofurans 5 whereas similar cyclisations of the corresponding (E)-isomers [10, 13 and 15] give largely the iodo-tetrahydrofurans [11, 14 and 16].

KW - chemistry

UR - http://handle.westernsydney.edu.au:8081/1959.7/uws:47690

U2 - 10.1016/S0040-4039(00)79028-9

DO - 10.1016/S0040-4039(00)79028-9

M3 - Article

SN - 0040-4039

VL - 33

SP - 6507

EP - 6510

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 43

ER -

Iodine-induced cyclisations of (E)- and (Z)-3-hydroxy-5-alkenoates : stereoselective approaches to trisubstituted tetrahydrofurans

Abstract

Keywords

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