On the stereoselection of iodolactonizations of 3-silyloxyalk-5-enoic acids

Simon B. Bedford; Garry Fenton; David W. Knight; Duncan E. Shaw

doi:10.1039/p19960001505

On the stereoselection of iodolactonizations of 3-silyloxyalk-5-enoic acids

Simon B. Bedford, Garry Fenton, David W. Knight, Duncan E. Shaw

Western Sydney University

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

12 Citations (Scopus)

Abstract

Iodolactonizations of 3-triisopropylsilyloxyalk-5-enoic acids (10b and 12) proceed by way of common transition-state geometry 23, in which the silyloxy group is positioned axially, presumably due to hydrogen bonding with the carboxylic acid group.

Original language	English
Pages (from-to)	1505-1509
Number of pages	5
Journal	Journal of the Chemical Society. Perkin Transactions 1
Volume	13
DOIs	https://doi.org/10.1039/p19960001505
Publication status	Published - 1996

Keywords

carboxylic acids

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10.1039/p19960001505

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title = "On the stereoselection of iodolactonizations of 3-silyloxyalk-5-enoic acids",

abstract = "Iodolactonizations of 3-triisopropylsilyloxyalk-5-enoic acids (10b and 12) proceed by way of common transition-state geometry 23, in which the silyloxy group is positioned axially, presumably due to hydrogen bonding with the carboxylic acid group.",

keywords = "carboxylic acids",

author = "Bedford, {Simon B.} and Garry Fenton and Knight, {David W.} and Shaw, {Duncan E.}",

year = "1996",

doi = "10.1039/p19960001505",

language = "English",

volume = "13",

pages = "1505--1509",

journal = "Journal of the Chemical Society. Perkin Transactions 1",

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publisher = "Royal Society of Chemistry",

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T1 - On the stereoselection of iodolactonizations of 3-silyloxyalk-5-enoic acids

AU - Bedford, Simon B.

AU - Fenton, Garry

AU - Knight, David W.

AU - Shaw, Duncan E.

PY - 1996

Y1 - 1996

N2 - Iodolactonizations of 3-triisopropylsilyloxyalk-5-enoic acids (10b and 12) proceed by way of common transition-state geometry 23, in which the silyloxy group is positioned axially, presumably due to hydrogen bonding with the carboxylic acid group.

AB - Iodolactonizations of 3-triisopropylsilyloxyalk-5-enoic acids (10b and 12) proceed by way of common transition-state geometry 23, in which the silyloxy group is positioned axially, presumably due to hydrogen bonding with the carboxylic acid group.

KW - carboxylic acids

UR - http://handle.westernsydney.edu.au:8081/1959.7/uws:47705

U2 - 10.1039/p19960001505

DO - 10.1039/p19960001505

M3 - Article

SN - 0300-922X

VL - 13

SP - 1505

EP - 1509

JO - Journal of the Chemical Society. Perkin Transactions 1

JF - Journal of the Chemical Society. Perkin Transactions 1

ER -

On the stereoselection of iodolactonizations of 3-silyloxyalk-5-enoic acids

Abstract

Keywords

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