Synthesis of (.+-.)-8-Deisopropyladunctin B
Publication type: Journal Article
Publication date: 2012-01-06
scimago Q3
wos Q3
SJR: 0.349
CiteScore: 2.7
Impact factor: 1.3
ISSN: 00092363, 13475223
PubMed ID:
22223380
General Chemistry
Drug Discovery
General Medicine
Abstract
(±)-8-Deisopropyladunctin B, the deisopropyl form of adunctin B, which was isolated from the leaves of Piper aduncum (Piperaceae) collected in Papua New Guinea, was synthesized in 0.77% overall yield in 17 steps from 5,7-dimethoxycoumarin-3-carboxylate. The key step was our original stereoconvergent skeleton transformation from 1,2,2a,8b-tetrahydro-3H-benzo[b]cyclobuta[d]pyran-3-one to 1,2,4a,9b-tetrahydrodibenzofuran-4-ol with dimethylsulfoxonium methylide.
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Total citations:
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Citations from 2025:
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GOST
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Nomura S. et al. Synthesis of (.+-.)-8-Deisopropyladunctin B // Chemical and Pharmaceutical Bulletin. 2012. Vol. 60. No. 1. pp. 94-103.
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Nomura S., Arimitsu K., Yamaguchi S., Kosuga Y., Kakimoto Y., Komai T., Hasegawa K., Nakanishi A., Miyoshi T., Iwasaki H., Ozeki M., Kawasaki I., Kurume A., Ohta S., Yamashita M. Synthesis of (.+-.)-8-Deisopropyladunctin B // Chemical and Pharmaceutical Bulletin. 2012. Vol. 60. No. 1. pp. 94-103.
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RIS
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TY - JOUR
DO - 10.1248/cpb.60.94
UR - https://doi.org/10.1248/cpb.60.94
TI - Synthesis of (.+-.)-8-Deisopropyladunctin B
T2 - Chemical and Pharmaceutical Bulletin
AU - Nomura, Sayo
AU - Arimitsu, Kenji
AU - Yamaguchi, Satoshi
AU - Kosuga, Yuya
AU - Kakimoto, Yuko
AU - Komai, Takanori
AU - Hasegawa, Kazumasa
AU - Nakanishi, Akira
AU - Miyoshi, Tamami
AU - Iwasaki, Hiroki
AU - Ozeki, Minoru
AU - Kawasaki, Ikuo
AU - Kurume, Ai
AU - Ohta, Shunsaku
AU - Yamashita, Masayuki
PY - 2012
DA - 2012/01/06
PB - Pharmaceutical Society of Japan
SP - 94-103
IS - 1
VL - 60
PMID - 22223380
SN - 0009-2363
SN - 1347-5223
ER -
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BibTex (up to 50 authors)
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@article{2012_Nomura,
author = {Sayo Nomura and Kenji Arimitsu and Satoshi Yamaguchi and Yuya Kosuga and Yuko Kakimoto and Takanori Komai and Kazumasa Hasegawa and Akira Nakanishi and Tamami Miyoshi and Hiroki Iwasaki and Minoru Ozeki and Ikuo Kawasaki and Ai Kurume and Shunsaku Ohta and Masayuki Yamashita},
title = {Synthesis of (.+-.)-8-Deisopropyladunctin B},
journal = {Chemical and Pharmaceutical Bulletin},
year = {2012},
volume = {60},
publisher = {Pharmaceutical Society of Japan},
month = {jan},
url = {https://doi.org/10.1248/cpb.60.94},
number = {1},
pages = {94--103},
doi = {10.1248/cpb.60.94}
}
Cite this
MLA
Copy
Nomura, Sayo, et al. “Synthesis of (.+-.)-8-Deisopropyladunctin B.” Chemical and Pharmaceutical Bulletin, vol. 60, no. 1, Jan. 2012, pp. 94-103. https://doi.org/10.1248/cpb.60.94.