Studies towards the synthesis of the novel antileukemic agent CI-920 and the addition of cuprates to vinyltriphenylphosphonium bromide : a synthesis of 1,5-disubstituted 1Z,4Z-pentadienes

Studies towards the synthesis of the novel antileukemic agent CI-920 and the addition of cuprates to vinyltriphenylphosphonium bromide : a synthesis of 1,5-disubstituted 1Z,4Z-pentadienes

A new method for the preparation of 1,5-disubstituted-1Z,4Z-pentadienes by the addition of alkenyl cuprates to vinyltriphenylphosphonium bromide followed by an aldehyde is described. This method is used for the syntheses of 6Z,9Z-heneicosadiene and 15,15-(diethyldithio)-13S-t-butyldiphenylsilyloxy-6...

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Bibliographic Details
Main Author: O'Connor, Brian, 1961-
Format: Others
Language:en
Published: McGill University 1987
Subjects:
Antibiotics
Leukemia > Chemotherapy
Online Access:http://digitool.Library.McGill.CA:80/R/?func=dbin-jump-full&object_id=75443
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spelling ndltd-LACETR-oai-collectionscanada.gc.ca-QMM.754432014-02-13T03:51:46ZStudies towards the synthesis of the novel antileukemic agent CI-920 and the addition of cuprates to vinyltriphenylphosphonium bromide : a synthesis of 1,5-disubstituted 1Z,4Z-pentadienesO'Connor, Brian, 1961-AntibioticsLeukemia -- ChemotherapyA new method for the preparation of 1,5-disubstituted-1Z,4Z-pentadienes by the addition of alkenyl cuprates to vinyltriphenylphosphonium bromide followed by an aldehyde is described. This method is used for the syntheses of 6Z,9Z-heneicosadiene and 15,15-(diethyldithio)-13S-t-butyldiphenylsilyloxy-6Z,9Z,11E-pentadecatriene. Syntheses of $(-)$-(5R)-argentilactone and (+)-(5R)-goniothalamin are described. Model studies towards the synthesis of the novel antileukemic agent CI-920 were carried out.McGill University1987Electronic Thesis or Dissertationapplication/pdfenalephsysno: 000550563proquestno: AAINL44368Theses scanned by UMI/ProQuest.All items in eScholarship@McGill are protected by copyright with all rights reserved unless otherwise indicated.Doctor of Philosophy (Department of Chemistry.) http://digitool.Library.McGill.CA:80/R/?func=dbin-jump-full&object_id=75443
collection NDLTD
language en
format Others
sources NDLTD
topic Antibiotics
Leukemia -- Chemotherapy
spellingShingle Antibiotics
Leukemia -- Chemotherapy
O'Connor, Brian, 1961-
Studies towards the synthesis of the novel antileukemic agent CI-920 and the addition of cuprates to vinyltriphenylphosphonium bromide : a synthesis of 1,5-disubstituted 1Z,4Z-pentadienes
description A new method for the preparation of 1,5-disubstituted-1Z,4Z-pentadienes by the addition of alkenyl cuprates to vinyltriphenylphosphonium bromide followed by an aldehyde is described. This method is used for the syntheses of 6Z,9Z-heneicosadiene and 15,15-(diethyldithio)-13S-t-butyldiphenylsilyloxy-6Z,9Z,11E-pentadecatriene. Syntheses of $(-)$-(5R)-argentilactone and (+)-(5R)-goniothalamin are described. Model studies towards the synthesis of the novel antileukemic agent CI-920 were carried out.
author O'Connor, Brian, 1961-
author_facet O'Connor, Brian, 1961-
author_sort O'Connor, Brian, 1961-
title Studies towards the synthesis of the novel antileukemic agent CI-920 and the addition of cuprates to vinyltriphenylphosphonium bromide : a synthesis of 1,5-disubstituted 1Z,4Z-pentadienes
title_short Studies towards the synthesis of the novel antileukemic agent CI-920 and the addition of cuprates to vinyltriphenylphosphonium bromide : a synthesis of 1,5-disubstituted 1Z,4Z-pentadienes
title_full Studies towards the synthesis of the novel antileukemic agent CI-920 and the addition of cuprates to vinyltriphenylphosphonium bromide : a synthesis of 1,5-disubstituted 1Z,4Z-pentadienes
title_fullStr Studies towards the synthesis of the novel antileukemic agent CI-920 and the addition of cuprates to vinyltriphenylphosphonium bromide : a synthesis of 1,5-disubstituted 1Z,4Z-pentadienes
title_full_unstemmed Studies towards the synthesis of the novel antileukemic agent CI-920 and the addition of cuprates to vinyltriphenylphosphonium bromide : a synthesis of 1,5-disubstituted 1Z,4Z-pentadienes
title_sort studies towards the synthesis of the novel antileukemic agent ci-920 and the addition of cuprates to vinyltriphenylphosphonium bromide : a synthesis of 1,5-disubstituted 1z,4z-pentadienes
publisher McGill University
publishDate 1987
url http://digitool.Library.McGill.CA:80/R/?func=dbin-jump-full&object_id=75443
work_keys_str_mv AT oconnorbrian1961 studiestowardsthesynthesisofthenovelantileukemicagentci920andtheadditionofcupratestovinyltriphenylphosphoniumbromideasynthesisof15disubstituted1z4zpentadienes
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