Bioinspired total synthesis of katsumadain A by organocatalytic enantioselective 1,4-conjugate addition

Bioinspired total synthesis of katsumadain A by organocatalytic enantioselective 1,4-conjugate addition

Katsumadain A, a naturally occurring influenza virus neuraminidase (NA) inhibitor, was synthesized by using a bioinspired, organocatalytic enantioselective 1,4-conjugate addition of styryl-2-pyranone with cinnamaldehyde, followed by a tandem Horner–Wadsworth–Emmons/oxa Michael addition.

Bibliographic Details
Main Authors: Yongguang Wang, Ruiyang Bao, Shengdian Huang, Yefeng Tang
Format: Article
Language:English
Published: Beilstein-Institut 2013-08-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
bioinspired synthesis
catalysis
katsumadain A
natural product
organocatalytic 1,4-conjugate addition
Online Access:https://doi.org/10.3762/bjoc.9.182
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spelling doaj-753d83ef7b404982b278bf99fb0c29532021-02-02T02:31:42ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972013-08-01911601160610.3762/bjoc.9.1821860-5397-9-182Bioinspired total synthesis of katsumadain A by organocatalytic enantioselective 1,4-conjugate additionYongguang Wang0Ruiyang Bao1Shengdian Huang2Yefeng Tang3The Comprehensive AIDS Research Center, Department of Pharmacology & Pharmaceutical Sciences, School of Medicine, Tsinghua University, Beijing, 100084, ChinaThe Comprehensive AIDS Research Center, Department of Pharmacology & Pharmaceutical Sciences, School of Medicine, Tsinghua University, Beijing, 100084, ChinaThe Comprehensive AIDS Research Center, Department of Pharmacology & Pharmaceutical Sciences, School of Medicine, Tsinghua University, Beijing, 100084, ChinaThe Comprehensive AIDS Research Center, Department of Pharmacology & Pharmaceutical Sciences, School of Medicine, Tsinghua University, Beijing, 100084, ChinaKatsumadain A, a naturally occurring influenza virus neuraminidase (NA) inhibitor, was synthesized by using a bioinspired, organocatalytic enantioselective 1,4-conjugate addition of styryl-2-pyranone with cinnamaldehyde, followed by a tandem Horner–Wadsworth–Emmons/oxa Michael addition.https://doi.org/10.3762/bjoc.9.182bioinspired synthesiscatalysiskatsumadain Anatural productorganocatalytic 1,4-conjugate addition
collection DOAJ
language English
format Article
sources DOAJ
author Yongguang Wang
Ruiyang Bao
Shengdian Huang
Yefeng Tang
spellingShingle Yongguang Wang
Ruiyang Bao
Shengdian Huang
Yefeng Tang
Bioinspired total synthesis of katsumadain A by organocatalytic enantioselective 1,4-conjugate addition
Beilstein Journal of Organic Chemistry
bioinspired synthesis
catalysis
katsumadain A
natural product
organocatalytic 1,4-conjugate addition
author_facet Yongguang Wang
Ruiyang Bao
Shengdian Huang
Yefeng Tang
author_sort Yongguang Wang
title Bioinspired total synthesis of katsumadain A by organocatalytic enantioselective 1,4-conjugate addition
title_short Bioinspired total synthesis of katsumadain A by organocatalytic enantioselective 1,4-conjugate addition
title_full Bioinspired total synthesis of katsumadain A by organocatalytic enantioselective 1,4-conjugate addition
title_fullStr Bioinspired total synthesis of katsumadain A by organocatalytic enantioselective 1,4-conjugate addition
title_full_unstemmed Bioinspired total synthesis of katsumadain A by organocatalytic enantioselective 1,4-conjugate addition
title_sort bioinspired total synthesis of katsumadain a by organocatalytic enantioselective 1,4-conjugate addition
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2013-08-01
description Katsumadain A, a naturally occurring influenza virus neuraminidase (NA) inhibitor, was synthesized by using a bioinspired, organocatalytic enantioselective 1,4-conjugate addition of styryl-2-pyranone with cinnamaldehyde, followed by a tandem Horner–Wadsworth–Emmons/oxa Michael addition.
topic bioinspired synthesis
catalysis
katsumadain A
natural product
organocatalytic 1,4-conjugate addition
url https://doi.org/10.3762/bjoc.9.182
work_keys_str_mv AT yongguangwang bioinspiredtotalsynthesisofkatsumadainabyorganocatalyticenantioselective14conjugateaddition
AT ruiyangbao bioinspiredtotalsynthesisofkatsumadainabyorganocatalyticenantioselective14conjugateaddition
AT shengdianhuang bioinspiredtotalsynthesisofkatsumadainabyorganocatalyticenantioselective14conjugateaddition
AT yefengtang bioinspiredtotalsynthesisofkatsumadainabyorganocatalyticenantioselective14conjugateaddition
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