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＜departmental bulletin paper＞
Lanthanide-Catalyzed endo-Selective Hetero Diels-Alder Reactions of 4-Substituted Methyl (E)-2-Oxo-3-butenoates with Vinyl Ethers

Creator
Creator Name
Wada, Eiji
和田, 英治
ワダ, エイジ
Affiliation
Affiliation Name
Institute of Advanced Material Study Kyushu University
九州大学機能物質科学研究所
Author PID
L003824
Creator Name
Imachi, Naoki
井町, 直希
イマチ, ナオキ
Affiliation
Affiliation Name
Interdisciprinary Graduate School of Engineering Sciences Kyushu University
九州大学大学院総合理工学研究科
Creator Name
Kumaran, Govindaraj
クマラン, ゴビンダラヤ
Affiliation
Affiliation Name
Institute of Advanced Material Study Kyushu University
Author PID
K001849
Creator Name
Kanemasa, Shuji
金政, 修司
カネマサ, シュウジ
Affiliation
Affiliation Name
Institute of Advanced Material Study Kyushu University
九州大学機能物質科学研究所
Language
English
Publisher
九州大学機能物質科学研究所
Institute of Advanced Material Study Kyushu University
Date
1997-12-15
Source Title
The reports of Institute of Advanced Material Study Kyushu University
Vol
11
Issue
2
First Page
181
Last Page
184
Publication Type
Version of Record
Access Rights
open access
JaLC DOI
https://doi.org/10.15017/7885
Related DOI
九州大学機能物質科学研究所報告 || 11(2) || p181-184
The reports of Institute of Advanced Material Study Kyushu University || 11(2) || p181-184
http://www.cm.kyushu-u.ac.jp/
http://www.tj.kyushu-u.ac.jp/
Related URI
九州大学機能物質科学研究所報告 || 11(2) || p181-184
The reports of Institute of Advanced Material Study Kyushu University || 11(2) || p181-184
http://www.cm.kyushu-u.ac.jp/
http://www.tj.kyushu-u.ac.jp/
Relation
九州大学機能物質科学研究所報告 || 11(2) || p181-184
The reports of Institute of Advanced Material Study Kyushu University || 11(2) || p181-184
http://www.cm.kyushu-u.ac.jp/
http://www.tj.kyushu-u.ac.jp/
Abstract Methyl (E)-2-oxo-4-phenyl-, -4-methyl-, and -4-methoxy-3-butenoates as hetero 1,3-dienes undergo smooth hetero Diels-Alder reactions with vinyl ethers in the presence of a catalytic amount of lanthani...de catalysts. The reactions are highly endo-selective producing 2,4-cis-3,4-dihydro-2H-pyrans in moderate to high yields, the configuration at 3-position depending on the stereochemistry of the starting vinyl ethers. Catalytic asymmetric version of this reaction was also examined by using chiral lanthanide catalysts, but enantioselectivity was not satisfactory.show more

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Details

Record ID
7885
Peer-Reviewed
Unrefereed
ISSN
0914-3793
NCID
AN10060378
Type
紀要論文
研究速報
Created Date 2009.04.22
Modified Date 2020.11.17

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