Some applications of organo-sulphur and silicon chemistry in synthesis
Some applications of organo-sulphur and silicon chemistry in synthesis
The development of new synthetic methods in organic chemistry is of importance because new routes to total syntheses can thereby be revealed. Chapter One deals with a new route to a,a-unsaturated aldehydes involving a 2,3-sigmatropic shift of sulphur followed by a Sila-Pumerer rearrangement. Chapter Two is concerned with the preparation and some reactions of i-phenylsulphinyl-l-trimethylsilyl and i-phenylsulphenyl-l-phenylsulphinyl substituted allenes. The reduction of acetylenic alcohols with lithium aluminium hydride followed by work up with benzenesulphenyl chloride is also discussed. Chapter Three deals with the preparation of precursors for the intramolecular reaction of allylsilanes with aldehydes or epoxides. An unexpected result was found when 1,2-epoxy-4-trimethylsilylundec-5-ene was treated with stannic chloride in that 2-methylenedec-4-en-l-ol was formed. Similar alcohols were also formed when analogous epoxides were investigated. Chapter Four describes potential routes to the strychnos alkaloids,koumine and gelsemine, and reports the progress made along these lines.
University of Southampton
1983
Cutting, Ian
(1983)
Some applications of organo-sulphur and silicon chemistry in synthesis.
University of Southampton, Doctoral Thesis.
Record type:
Thesis
(Doctoral)
Abstract
The development of new synthetic methods in organic chemistry is of importance because new routes to total syntheses can thereby be revealed. Chapter One deals with a new route to a,a-unsaturated aldehydes involving a 2,3-sigmatropic shift of sulphur followed by a Sila-Pumerer rearrangement. Chapter Two is concerned with the preparation and some reactions of i-phenylsulphinyl-l-trimethylsilyl and i-phenylsulphenyl-l-phenylsulphinyl substituted allenes. The reduction of acetylenic alcohols with lithium aluminium hydride followed by work up with benzenesulphenyl chloride is also discussed. Chapter Three deals with the preparation of precursors for the intramolecular reaction of allylsilanes with aldehydes or epoxides. An unexpected result was found when 1,2-epoxy-4-trimethylsilylundec-5-ene was treated with stannic chloride in that 2-methylenedec-4-en-l-ol was formed. Similar alcohols were also formed when analogous epoxides were investigated. Chapter Four describes potential routes to the strychnos alkaloids,koumine and gelsemine, and reports the progress made along these lines.
This record has no associated files available for download.
More information
Published date: 1983
Identifiers
Local EPrints ID: 460045
URI: http://eprints.soton.ac.uk/id/eprint/460045
PURE UUID: 1b9ae3ad-6a8c-4647-b5b3-e66371ccce6b
Catalogue record
Date deposited: 04 Jul 2022 17:44
Last modified: 04 Jul 2022 17:44
Export record
Contributors
Author:
Ian Cutting
Download statistics
Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.
View more statistics