TOTAL SYNTHESES OF (3S, 18S, 4E, 16E)-EICOSA-1,19-DIYNE-3,18-DIOL, (+)-DURYNE, (+)-DIDEOXYPETROSYNOL A, CICUTOXIN AND ATTEMPTS TOWARD THE TOTAL SYNTHESIS OF PETROSYNOL: POLYACETYLENIC POTENT ANTICANCER NATURAL PRODUCTS

TOTAL SYNTHESES OF (3S, 18S, 4E, 16E)-EICOSA-1,19-DIYNE-3,18-DIOL, (+)-DURYNE, (+)-DIDEOXYPETROSYNOL A, CICUTOXIN AND ATTEMPTS TOWARD THE TOTAL SYNTHESIS OF PETROSYNOL: POLYACETYLENIC POTENT ANTICANCER NATURAL PRODUCTS

Bibliographic Details
Main Author: Omollo, Ann Ondera
Language:English
Published: Miami University / OhioLINK 2008
Subjects:
Organic Chemistry
Enzymatic resolution
Lipase AK amano
Auto-Wittig oxidative coupling
Temporary silicon tethering
Ring closing metathesis
Online Access:http://rave.ohiolink.edu/etdc/view?acc_num=miami1217877029
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spelling ndltd-OhioLink-oai-etd.ohiolink.edu-miami12178770292021-08-03T05:40:30Z TOTAL SYNTHESES OF (3S, 18S, 4E, 16E)-EICOSA-1,19-DIYNE-3,18-DIOL, (+)-DURYNE, (+)-DIDEOXYPETROSYNOL A, CICUTOXIN AND ATTEMPTS TOWARD THE TOTAL SYNTHESIS OF PETROSYNOL: POLYACETYLENIC POTENT ANTICANCER NATURAL PRODUCTS Omollo, Ann Ondera Organic Chemistry Enzymatic resolution Lipase AK amano Auto-Wittig oxidative coupling Temporary silicon tethering Ring closing metathesis (3S, 18S, 4E, 16E)-eicosa-1,19-diyne-3,18-diol, (+)-Duryne, Dideoxypetrosynol A, and Petrosynol are potent anticancer polyacetylenic alcohols with a variety of other interesting biological activities. The total syntheses of (3S, 18S, 4E, 16E)-eicosa-1,19-diyne-3,18-diol, (+)-Duryne, and Dideoxypetrosynol A, were accomplished utilizing double convergent synthetic approach. An auto-Wittig oxidation reaction was used as the key step in the institution of the central cis- double bond in the syntheses of (+)-Duryne and (+)-Dideoxypetrosynol A. The first enantioselective total synthesis of cicutoxin is reported. An endeavor toward the total synthesis of Petrosynol is also discussed. 2008-08-13 English text Miami University / OhioLINK http://rave.ohiolink.edu/etdc/view?acc_num=miami1217877029 http://rave.ohiolink.edu/etdc/view?acc_num=miami1217877029 unrestricted This thesis or dissertation is protected by copyright: all rights reserved. It may not be copied or redistributed beyond the terms of applicable copyright laws.
collection NDLTD
language English
sources NDLTD
topic Organic Chemistry
Enzymatic resolution
Lipase AK amano
Auto-Wittig oxidative coupling
Temporary silicon tethering
Ring closing metathesis
spellingShingle Organic Chemistry
Enzymatic resolution
Lipase AK amano
Auto-Wittig oxidative coupling
Temporary silicon tethering
Ring closing metathesis
Omollo, Ann Ondera
TOTAL SYNTHESES OF (3S, 18S, 4E, 16E)-EICOSA-1,19-DIYNE-3,18-DIOL, (+)-DURYNE, (+)-DIDEOXYPETROSYNOL A, CICUTOXIN AND ATTEMPTS TOWARD THE TOTAL SYNTHESIS OF PETROSYNOL: POLYACETYLENIC POTENT ANTICANCER NATURAL PRODUCTS
author Omollo, Ann Ondera
author_facet Omollo, Ann Ondera
author_sort Omollo, Ann Ondera
title TOTAL SYNTHESES OF (3S, 18S, 4E, 16E)-EICOSA-1,19-DIYNE-3,18-DIOL, (+)-DURYNE, (+)-DIDEOXYPETROSYNOL A, CICUTOXIN AND ATTEMPTS TOWARD THE TOTAL SYNTHESIS OF PETROSYNOL: POLYACETYLENIC POTENT ANTICANCER NATURAL PRODUCTS
title_short TOTAL SYNTHESES OF (3S, 18S, 4E, 16E)-EICOSA-1,19-DIYNE-3,18-DIOL, (+)-DURYNE, (+)-DIDEOXYPETROSYNOL A, CICUTOXIN AND ATTEMPTS TOWARD THE TOTAL SYNTHESIS OF PETROSYNOL: POLYACETYLENIC POTENT ANTICANCER NATURAL PRODUCTS
title_full TOTAL SYNTHESES OF (3S, 18S, 4E, 16E)-EICOSA-1,19-DIYNE-3,18-DIOL, (+)-DURYNE, (+)-DIDEOXYPETROSYNOL A, CICUTOXIN AND ATTEMPTS TOWARD THE TOTAL SYNTHESIS OF PETROSYNOL: POLYACETYLENIC POTENT ANTICANCER NATURAL PRODUCTS
title_fullStr TOTAL SYNTHESES OF (3S, 18S, 4E, 16E)-EICOSA-1,19-DIYNE-3,18-DIOL, (+)-DURYNE, (+)-DIDEOXYPETROSYNOL A, CICUTOXIN AND ATTEMPTS TOWARD THE TOTAL SYNTHESIS OF PETROSYNOL: POLYACETYLENIC POTENT ANTICANCER NATURAL PRODUCTS
title_full_unstemmed TOTAL SYNTHESES OF (3S, 18S, 4E, 16E)-EICOSA-1,19-DIYNE-3,18-DIOL, (+)-DURYNE, (+)-DIDEOXYPETROSYNOL A, CICUTOXIN AND ATTEMPTS TOWARD THE TOTAL SYNTHESIS OF PETROSYNOL: POLYACETYLENIC POTENT ANTICANCER NATURAL PRODUCTS
title_sort total syntheses of (3s, 18s, 4e, 16e)-eicosa-1,19-diyne-3,18-diol, (+)-duryne, (+)-dideoxypetrosynol a, cicutoxin and attempts toward the total synthesis of petrosynol: polyacetylenic potent anticancer natural products
publisher Miami University / OhioLINK
publishDate 2008
url http://rave.ohiolink.edu/etdc/view?acc_num=miami1217877029
work_keys_str_mv AT omolloannondera totalsynthesesof3s18s4e16eeicosa119diyne318dioldurynedideoxypetrosynolacicutoxinandattemptstowardthetotalsynthesisofpetrosynolpolyacetylenicpotentanticancernaturalproducts
_version_ 1719423392165134336

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