2002年11月
Copper(I) tert-butoxide-promoted 1,4 C-sp2-to-O silyl migration: Generation of vinyl copper equivalents and their stereospecific cross-coupling with allylic, aryl, and vinylic halides
JOURNAL OF ORGANIC CHEMISTRY
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- 巻
- 67
- 号
- 24
- 開始ページ
- 8450
- 終了ページ
- 8456
- 記述言語
- 英語
- 掲載種別
- DOI
- 10.1021/jo025973r
- 出版者・発行元
- AMER CHEMICAL SOC
Successive treatment of the (Z)-gamma-trimethylsilyl allylic alcohols with copper(I) tert-butoxide and allylic halides followed by the tetrabutylammonium fluoride-assisted hydrolysis produced the allylation products, 2,5-alkadien-1-ols, with complete retention of configuration. Similar treatment of the organometallic intermediates with aryl and vinylic halides in the presence of palladium(0) catalyst gave the corresponding cross-coupling products in good yields. The stereoselective preparation of the starting materials is also described.
- リンク情報
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- DOI
- https://doi.org/10.1021/jo025973r
- CiNii Articles
- http://ci.nii.ac.jp/naid/80015660919
- PubMed
- https://www.ncbi.nlm.nih.gov/pubmed/12444624
- Web of Science
- https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000179509400020&DestApp=WOS_CPL
- ID情報
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- DOI : 10.1021/jo025973r
- ISSN : 0022-3263
- CiNii Articles ID : 80015660919
- PubMed ID : 12444624
- Web of Science ID : WOS:000179509400020