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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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 |
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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). |
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Mahidol University |
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Mahidol University Manat Pohmakotr Wacharee Harnying Patoomratana Tuchinda Vichai Reutrakul |
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Article |
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Manat Pohmakotr Wacharee Harnying Patoomratana Tuchinda Vichai Reutrakul |
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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 |
_version_ |
1763497306415431680 |