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Title: Hydrostannylation-Cross-Coupling Strategy for the Stereoselective Synthesis of Alkylidenemalonates and Related α,β-Unsaturated Esters
Authors: Fujiwara, Shinichi
Cadou, Romain
Yamaoka, Yousuke
Takasu, Kiyosei  kyouindb  KAKEN_id  orcid https://orcid.org/0000-0002-1798-7919 (unconfirmed)
Yamada, Ken-ichi
Author's alias: 山田, 健一
Keywords: Synthetic methods
Cross-cou­pling
Hydrostannylation
Diastereoselectivity
Michael acceptors
Palladium
Issue Date: 12-Jan-2015
Publisher: Wiley
Journal title: European Journal of Organic Chemistry
Volume: 2015
Issue: 6
Start page: 1264
End page: 1272
Abstract: A method for the stereoselective synthesis of alkylidenemalonates and related α, β-unsaturated esters by a hydrostannylation–cross-coupling process has been developed. Pd-catalyzed and radical hydrostannylation of propiolate derivatives stereoselectively provided α-alkoxycarbonyl (E)- and (Z)-vinylstannanes, respectively, which were then converted into alkylidenemalonates by the Stille coupling reaction. A one-pot process was also realizable for the Pd-catalyzed reactions.
Rights: This is the peer reviewed version of the following article: Fujiwara, S., Cadou, R., Yamaoka, Y., Takasu, K. and Yamada, K.-i. (2015), Hydrostannylation–Cross-Coupling Strategy for the Stereoselective Synthesis of Alkylidenemalonates and Related α, β-Unsaturated Esters. Eur. J. Org. Chem., 2015: 1264–1272, which has been published in final form at http://dx.doi.org/10.1002/ejoc.201403429. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.
許諾条件により本文ファイルは2016-01-12に公開.
This is not the published version. Please cite only the published version.
この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。
URI: http://hdl.handle.net/2433/198768
DOI(Published Version): 10.1002/ejoc.201403429
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