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First Total Synthesis of Tanzawaic Acid B

[Image: see text] The first total synthesis of (+)-tanzawaic acid B, a natural polyketide bearing a pentadienoic ester and octalin moiety, has been accomplished. The synthetic improvement from previous synthetic conditions facilitated our gram-scale synthesis of the chiral octalin that possesses sev...

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Autores principales: Murata, Takatsugu, Tsutsui, Hisazumi, Yoshida, Takumi, Kubota, Hirokazu, Hiraishi, Shintaro, Natsukawa, Hiyo, Suzuki, Yuki, Hiraga, Daiki, Mori, Takahiro, Maekawa, Yutaro, Tateyama, Satoru, Toyoyama, Kiyotaka, Ito, Keiichi, Suzuki, Kyohei, Yonekura, Keita, Shibata, Natsumi, Sato, Teruyuki, Tasaki, Yasutaka, Inohana, Takehiko, Takano, Atsuhiro, Egashira, Naoki, Honda, Masaki, Umezaki, Yuma, Shiina, Isamu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10399178/
https://www.ncbi.nlm.nih.gov/pubmed/37546667
http://dx.doi.org/10.1021/acsomega.3c03634
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author Murata, Takatsugu
Tsutsui, Hisazumi
Yoshida, Takumi
Kubota, Hirokazu
Hiraishi, Shintaro
Natsukawa, Hiyo
Suzuki, Yuki
Hiraga, Daiki
Mori, Takahiro
Maekawa, Yutaro
Tateyama, Satoru
Toyoyama, Kiyotaka
Ito, Keiichi
Suzuki, Kyohei
Yonekura, Keita
Shibata, Natsumi
Sato, Teruyuki
Tasaki, Yasutaka
Inohana, Takehiko
Takano, Atsuhiro
Egashira, Naoki
Honda, Masaki
Umezaki, Yuma
Shiina, Isamu
author_facet Murata, Takatsugu
Tsutsui, Hisazumi
Yoshida, Takumi
Kubota, Hirokazu
Hiraishi, Shintaro
Natsukawa, Hiyo
Suzuki, Yuki
Hiraga, Daiki
Mori, Takahiro
Maekawa, Yutaro
Tateyama, Satoru
Toyoyama, Kiyotaka
Ito, Keiichi
Suzuki, Kyohei
Yonekura, Keita
Shibata, Natsumi
Sato, Teruyuki
Tasaki, Yasutaka
Inohana, Takehiko
Takano, Atsuhiro
Egashira, Naoki
Honda, Masaki
Umezaki, Yuma
Shiina, Isamu
author_sort Murata, Takatsugu
collection PubMed
description [Image: see text] The first total synthesis of (+)-tanzawaic acid B, a natural polyketide bearing a pentadienoic ester and octalin moiety, has been accomplished. The synthetic improvement from previous synthetic conditions facilitated our gram-scale synthesis of the chiral octalin that possesses seven stereogenic centers and that is the core skeleton of almost all of the tanzawaic acid family.
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spelling pubmed-103991782023-08-04 First Total Synthesis of Tanzawaic Acid B Murata, Takatsugu Tsutsui, Hisazumi Yoshida, Takumi Kubota, Hirokazu Hiraishi, Shintaro Natsukawa, Hiyo Suzuki, Yuki Hiraga, Daiki Mori, Takahiro Maekawa, Yutaro Tateyama, Satoru Toyoyama, Kiyotaka Ito, Keiichi Suzuki, Kyohei Yonekura, Keita Shibata, Natsumi Sato, Teruyuki Tasaki, Yasutaka Inohana, Takehiko Takano, Atsuhiro Egashira, Naoki Honda, Masaki Umezaki, Yuma Shiina, Isamu ACS Omega [Image: see text] The first total synthesis of (+)-tanzawaic acid B, a natural polyketide bearing a pentadienoic ester and octalin moiety, has been accomplished. The synthetic improvement from previous synthetic conditions facilitated our gram-scale synthesis of the chiral octalin that possesses seven stereogenic centers and that is the core skeleton of almost all of the tanzawaic acid family. American Chemical Society 2023-07-19 /pmc/articles/PMC10399178/ /pubmed/37546667 http://dx.doi.org/10.1021/acsomega.3c03634 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Murata, Takatsugu
Tsutsui, Hisazumi
Yoshida, Takumi
Kubota, Hirokazu
Hiraishi, Shintaro
Natsukawa, Hiyo
Suzuki, Yuki
Hiraga, Daiki
Mori, Takahiro
Maekawa, Yutaro
Tateyama, Satoru
Toyoyama, Kiyotaka
Ito, Keiichi
Suzuki, Kyohei
Yonekura, Keita
Shibata, Natsumi
Sato, Teruyuki
Tasaki, Yasutaka
Inohana, Takehiko
Takano, Atsuhiro
Egashira, Naoki
Honda, Masaki
Umezaki, Yuma
Shiina, Isamu
First Total Synthesis of Tanzawaic Acid B
title First Total Synthesis of Tanzawaic Acid B
title_full First Total Synthesis of Tanzawaic Acid B
title_fullStr First Total Synthesis of Tanzawaic Acid B
title_full_unstemmed First Total Synthesis of Tanzawaic Acid B
title_short First Total Synthesis of Tanzawaic Acid B
title_sort first total synthesis of tanzawaic acid b
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10399178/
https://www.ncbi.nlm.nih.gov/pubmed/37546667
http://dx.doi.org/10.1021/acsomega.3c03634
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