Vicinal dianion of triethyl ethanetricarboxylate: Syntheses of (±)-lichesterinic acid, (±)-phaseolinic acid, (±)-nephromopsinic acid, (±)-rocellaric acid, and (±)-dihydroprotolichesterinic acid

The vicinal dianion 2 derived from triethyl ethanetricarboxylate reacted regioselectively with aldehydes and ketones at C(β) to provide paraconic acid derivatives 5a-f in moderate to high yields as mixtures of diastereoisomers. The paraconic acid derivatives 5e and 5f were utilized as the starting m...

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Main Authors: Manat Pohmakotr, Wacharee Harnying, Patoomratana Tuchinda, Vichai Reutrakul
其他作者: Mahidol University
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出版: 2018
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在線閱讀:https://repository.li.mahidol.ac.th/handle/123456789/20097
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spelling th-mahidol.200972018-07-24T10:12:47Z Vicinal dianion of triethyl ethanetricarboxylate: Syntheses of (±)-lichesterinic acid, (±)-phaseolinic acid, (±)-nephromopsinic acid, (±)-rocellaric acid, and (±)-dihydroprotolichesterinic acid Manat Pohmakotr Wacharee Harnying Patoomratana Tuchinda Vichai Reutrakul Mahidol University Biochemistry, Genetics and Molecular Biology Chemical Engineering Chemistry Pharmacology, Toxicology and Pharmaceutics The vicinal dianion 2 derived from triethyl ethanetricarboxylate reacted regioselectively with aldehydes and ketones at C(β) to provide paraconic acid derivatives 5a-f in moderate to high yields as mixtures of diastereoisomers. The paraconic acid derivatives 5e and 5f were utilized as the starting materials for the syntheses of (±)-lichesterinic acid (12), (±)-phaseolinic acid (13), (±)-nephromopsinic acid (14), (±)-rocellaric acid (15), and (±)-dihydroprotolichesterinic acid (16). 2018-07-24T02:57:42Z 2018-07-24T02:57:42Z 2002-01-01 Article Helvetica Chimica Acta. Vol.85, No.11 (2002), 3792-3813 10.1002/1522-2675(200211)85:11<3792::AID-HLCA3792>3.0.CO;2-Q 0018019X 2-s2.0-0036943889 https://repository.li.mahidol.ac.th/handle/123456789/20097 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=0036943889&origin=inward
institution Mahidol University
building Mahidol University Library
continent Asia
country Thailand
Thailand
content_provider Mahidol University Library
collection Mahidol University Institutional Repository
topic Biochemistry, Genetics and Molecular Biology
Chemical Engineering
Chemistry
Pharmacology, Toxicology and Pharmaceutics
spellingShingle Biochemistry, Genetics and Molecular Biology
Chemical Engineering
Chemistry
Pharmacology, Toxicology and Pharmaceutics
Manat Pohmakotr
Wacharee Harnying
Patoomratana Tuchinda
Vichai Reutrakul
Vicinal dianion of triethyl ethanetricarboxylate: Syntheses of (±)-lichesterinic acid, (±)-phaseolinic acid, (±)-nephromopsinic acid, (±)-rocellaric acid, and (±)-dihydroprotolichesterinic acid
description The vicinal dianion 2 derived from triethyl ethanetricarboxylate reacted regioselectively with aldehydes and ketones at C(β) to provide paraconic acid derivatives 5a-f in moderate to high yields as mixtures of diastereoisomers. The paraconic acid derivatives 5e and 5f were utilized as the starting materials for the syntheses of (±)-lichesterinic acid (12), (±)-phaseolinic acid (13), (±)-nephromopsinic acid (14), (±)-rocellaric acid (15), and (±)-dihydroprotolichesterinic acid (16).
author2 Mahidol University
author_facet Mahidol University
Manat Pohmakotr
Wacharee Harnying
Patoomratana Tuchinda
Vichai Reutrakul
format Article
author Manat Pohmakotr
Wacharee Harnying
Patoomratana Tuchinda
Vichai Reutrakul
author_sort Manat Pohmakotr
title Vicinal dianion of triethyl ethanetricarboxylate: Syntheses of (±)-lichesterinic acid, (±)-phaseolinic acid, (±)-nephromopsinic acid, (±)-rocellaric acid, and (±)-dihydroprotolichesterinic acid
title_short Vicinal dianion of triethyl ethanetricarboxylate: Syntheses of (±)-lichesterinic acid, (±)-phaseolinic acid, (±)-nephromopsinic acid, (±)-rocellaric acid, and (±)-dihydroprotolichesterinic acid
title_full Vicinal dianion of triethyl ethanetricarboxylate: Syntheses of (±)-lichesterinic acid, (±)-phaseolinic acid, (±)-nephromopsinic acid, (±)-rocellaric acid, and (±)-dihydroprotolichesterinic acid
title_fullStr Vicinal dianion of triethyl ethanetricarboxylate: Syntheses of (±)-lichesterinic acid, (±)-phaseolinic acid, (±)-nephromopsinic acid, (±)-rocellaric acid, and (±)-dihydroprotolichesterinic acid
title_full_unstemmed Vicinal dianion of triethyl ethanetricarboxylate: Syntheses of (±)-lichesterinic acid, (±)-phaseolinic acid, (±)-nephromopsinic acid, (±)-rocellaric acid, and (±)-dihydroprotolichesterinic acid
title_sort vicinal dianion of triethyl ethanetricarboxylate: syntheses of (±)-lichesterinic acid, (±)-phaseolinic acid, (±)-nephromopsinic acid, (±)-rocellaric acid, and (±)-dihydroprotolichesterinic acid
publishDate 2018
url https://repository.li.mahidol.ac.th/handle/123456789/20097
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